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searching for Carbon–carbon bond 324 found (384 total)

Cadiot–Chodkiewicz coupling (293 words) [view diff] exact match in snippet view article find links to article

and reductive elimination on the copper centre then creates a new carbon-carbon bond. Unlike the related Glaser coupling the Cadiot–Chodkiewicz coupling

Chan rearrangement (192 words) [view diff] no match in snippet view article find links to article

The Chan rearrangement is a chemical reaction that involves rearranging an acyloxy acetate (1) in the presence of a strong base to a 2-hydroxy-3-keto-ester

Nierenstein reaction (354 words) [view diff] exact match in snippet view article find links to article

Nierenstein reaction Named after Maximilian Nierenstein Reaction type Carbon-carbon bond forming reaction

Kauffmann olefination (348 words) [view diff] no match in snippet view article find links to article

The Kauffmann olefination is a chemical reaction to convert aldehydes and ketones to olefins with a terminal methylene group. This reaction was discovered

Nef synthesis (285 words) [view diff] no match in snippet view article find links to article

In organic chemistry, Nef synthesis is the addition of sodium acetylides to aldehydes and ketones to yield propargyl alcohols. It is named for John Ulric

Bouveault aldehyde synthesis (290 words) [view diff] exact match in snippet view article find links to article

Bouveault aldehyde synthesis Named after Louis Bouveault Reaction type Carbon-carbon bond forming reaction Identifiers RSC ontology ID RXNO:0000533

Acetoacetic ester synthesis (225 words) [view diff] no match in snippet view article find links to article

Acetoacetic ester synthesis is a chemical reaction where ethyl acetoacetate is alkylated at the α-carbon to both carbonyl groups and then converted into

Doebner reaction (361 words) [view diff] no match in snippet view article find links to article

The Doebner reaction is the chemical reaction of an aniline with an aldehyde and pyruvic acid to form quinoline-4-carboxylic acids. The reaction serves

Bodroux–Chichibabin aldehyde synthesis (171 words) [view diff] no match in snippet view article find links to article

The Bodroux–Chichibabin aldehyde synthesis is a chemical reaction whereby a Grignard reagent is converted to an aldehyde one carbon longer. Reaction of

Blaise reaction (315 words) [view diff] no match in snippet view article find links to article

The Blaise reaction is an organic reaction that forms a β-ketoester from the reaction of zinc metal with a α-bromoester and a nitrile.[1][2][3] The reaction

Kowalski ester homologation (135 words) [view diff] no match in snippet view article find links to article

The Kowalski ester homologation is a chemical reaction for the homologation of esters. This reaction was designed as a safer alternative to the Arndt–Eistert

Stollé synthesis (253 words) [view diff] no match in snippet view article find links to article

The Stollé synthesis is a series of chemical reactions that produce oxindoles from anilines and α-haloacid chlorides (or oxalyl chloride). The first step

Thorpe reaction (210 words) [view diff] no match in snippet view article find links to article

The Thorpe reaction is a chemical reaction described as a self-condensation of aliphatic nitriles catalyzed by base to form enamines. The reaction was

Rieche formylation (138 words) [view diff] no match in snippet view article find links to article

Rieche formylation is a type of formylation reaction. The substrates are electron rich aromatic compounds, such as mesitylene or phenols, with dichloromethyl

Benary reaction (165 words) [view diff] no match in snippet view article find links to article

The Benary reaction is an organic reaction. In 1931 Erich Bénary discovered that β-(N,N-dialkylamino)-vinyl ketones reacted with Grignard reagents in a

Auwers synthesis (198 words) [view diff] no match in snippet view article find links to article

The Auwers synthesis is a series of organic reactions forming a flavonol from a coumarone. This reaction was first reported by Karl von Auwers in 1908

Ivanov reaction (210 words) [view diff] no match in snippet view article find links to article

The Ivanov reaction is the chemical reaction of the dianions (endiolates) of aryl acetic acids (Ivanov reagents) with electrophiles, primarily carbonyl

Heck reaction (1,355 words) [view diff] exact match in snippet view article find links to article

development of this reaction. This reaction was the first example of a carbon-carbon bond-forming reaction that followed a Pd(0)/Pd(II) catalytic cycle, the

Pinacol coupling reaction (891 words) [view diff] exact match in snippet view article find links to article

A pinacol coupling reaction is an organic reaction in which a carbon–carbon bond is formed between the carbonyl groups of an aldehyde or a ketone in presence

Pfitzinger reaction (244 words) [view diff] no match in snippet view article find links to article

The Pfitzinger reaction (also known as the Pfitzinger-Borsche reaction) is the chemical reaction of isatin with base and a carbonyl compound to yield substituted

Wagner-Jauregg reaction (233 words) [view diff] no match in snippet view article find links to article

The Wagner-Jauregg reaction is a classic organic reaction in organic chemistry, named after Theodor Wagner-Jauregg [de] (son of Julius Wagner-Jauregg)

Hammick reaction (459 words) [view diff] no match in snippet view article find links to article

The Hammick reaction, named after Dalziel Hammick, is a chemical reaction in which the thermal decarboxylation of α-picolinic (or related) acids in the

Fujimoto–Belleau reaction (263 words) [view diff] no match in snippet view article find links to article

The Fujimoto–Belleau reaction is a chemical reaction that forms cyclic α-substituted α,β-unsaturated ketones from enol lactones. The reaction was discovered

Cross-coupling partner (217 words) [view diff] no match in snippet view article find links to article

In cross-coupling reactions, the component reagents are called cross-coupling partners or simply coupling partners. These reagents can be further classified

Nef isocyanide reaction (281 words) [view diff] no match in snippet view article find links to article

The Nef isocyanide reaction is an addition reaction that takes place between isocyanides and acyl chlorides to form imidoyl chloride products, a process

Olefin conversion technology (206 words) [view diff] no match in snippet view article find links to article

Olefin Conversion Technology, also called the Phillips Triolefin Process, is the industrial process that interconverts propylene with ethylene and 2-butenes

Wurtz reaction (515 words) [view diff] no match in snippet view article find links to article

In organic chemistry, the Wurtz reaction, named after Charles Adolphe Wurtz, is a coupling reaction whereby two alkyl halides are treated with sodium metal

Alkane metathesis (571 words) [view diff] no match in snippet view article find links to article

Alkane metathesis is a class of chemical reaction in which an alkane is rearranged to give a longer or shorter alkane product. It is similar to olefin

Allan–Robinson reaction (251 words) [view diff] no match in snippet view article find links to article

The Allan–Robinson reaction is the chemical reaction of o-hydroxyaryl ketones with aromatic anhydrides to form flavones (or isoflavones). If aliphatic

Barton–Kellogg reaction (428 words) [view diff] no match in snippet view article find links to article

The Barton–Kellogg reaction is a coupling reaction between a diazo compound and a thioketone, giving an alkene by way of an episulfide intermediate.[1][2][3]

Darzens reaction (717 words) [view diff] exact match in snippet view article find links to article

enolate. This nucleophile next attacks the carbonyl reagent, forming a carbon–carbon bond. These two steps are similar to a base-catalyzed aldol reaction. The

Hydroxymethylation (628 words) [view diff] no match in snippet view article find links to article

Hydroxymethylation is a chemical reaction that installs the CH2OH group. The transformation can be implemented in many ways and applies to both industrial

Takai olefination (675 words) [view diff] exact match in snippet view article find links to article

Takai olefination Named after Kazuhiko Takai Reaction type Carbon-carbon bond forming reaction

Reformatsky reaction (1,269 words) [view diff] exact match in snippet view article find links to article

occurs in which zinc switches to the aldehyde or ketone oxygen and a carbon-carbon bond is formed 4. Acid workup 5,6 removes zinc to yield zinc(II) salts

High dilution principle (215 words) [view diff] no match in snippet view article find links to article

In organic chemistry, the high dilution principle is a strategy for some macrocyclization reactions, i.e. the synthesis of macrocycles. Unlike the synthesis

Claisen–Schmidt condensation (313 words) [view diff] no match in snippet view article find links to article

In organic chemistry, the Claisen–Schmidt condensation is the reaction between an aldehyde or ketone having an α-hydrogen with an aromatic carbonyl compound

Carbonyl allylation (1,018 words) [view diff] exact match in snippet view article find links to article

Brown, Herbert C.; Jadhav, Prabhakar K. (April 1983). "Asymmetric carbon-carbon bond formation via .beta.-allyldiisopinocampheylborane. Simple synthesis

Favorskii reaction (605 words) [view diff] no match in snippet view article find links to article

The Favorskii reaction is an organic chemistry reaction between an alkyne and a carbonyl group, under basic conditions. The reaction was discovered in

Bingel reaction (493 words) [view diff] no match in snippet view article find links to article

The Bingel reaction in fullerene chemistry is a fullerene cyclopropanation reaction to a methanofullerene first discovered by C. Bingel in 1993 with the

Dakin–West reaction (575 words) [view diff] exact match in snippet view article find links to article

azlactone 4. Deprotonation and acylation of the azlactone forms the key carbon-carbon bond. Subsequent ring-opening of 6 and decarboxylation give the final keto-amide

Stork enamine alkylation (404 words) [view diff] no match in snippet view article find links to article

The Stork enamine alkylation involves the addition of an enamine to a Michael acceptor (e.g., an α,β -unsaturated carbonyl compound) or another electrophilic

Ferrier carbocyclization (684 words) [view diff] no match in snippet view article find links to article

The Ferrier carbocyclization (or Ferrier II reaction) is an organic reaction that was first reported by the carbohydrate chemist Robert J. Ferrier in 1979

Malonic ester synthesis (315 words) [view diff] no match in snippet view article find links to article

The malonic ester synthesis is a chemical reaction where diethyl malonate or another ester of malonic acid is alkylated at the carbon alpha (directly adjacent)

Kolbe–Schmitt reaction (372 words) [view diff] no match in snippet view article find links to article

The Kolbe–Schmitt reaction or Kolbe process (named after Hermann Kolbe and Rudolf Schmitt) is a carboxylation chemical reaction that proceeds by treating

Blaise ketone synthesis (470 words) [view diff] no match in snippet view article find links to article

The Blaise ketone synthesis (named after Edmond Blaise) is the chemical reaction of acid chlorides with organozinc compounds to give ketones.[1][2] The

Enyne metathesis (448 words) [view diff] no match in snippet view article find links to article

An enyne metathesis is an organic reaction taking place between an alkyne and an alkene with a metal carbene catalyst forming a butadiene. This reaction

Corey–Fuchs reaction (432 words) [view diff] no match in snippet view article find links to article

The Corey–Fuchs reaction, also known as the Ramirez–Corey–Fuchs reaction, is a series of chemical reactions designed to transform an aldehyde into an alkyne

Blaise ketone synthesis (470 words) [view diff] no match in snippet view article find links to article

The Blaise ketone synthesis (named after Edmond Blaise) is the chemical reaction of acid chlorides with organozinc compounds to give ketones.[1][2] The

Reimer–Tiemann reaction (796 words) [view diff] no match in snippet view article find links to article

The Reimer–Tiemann reaction is a chemical reaction used for the ortho-formylation of phenols. with the simplest example being the conversion of phenol

Castro–Stephens coupling (433 words) [view diff] no match in snippet view article find links to article

The Castro–Stephens coupling is a cross coupling reaction between a copper(I) acetylide and an aryl halide in pyridine, forming a disubstituted alkyne

Sakurai reaction (580 words) [view diff] no match in snippet view article find links to article

The Sakurai reaction (also known as the Hosomi–Sakurai reaction) is the chemical reaction of carbon electrophiles (such as a ketone shown here) with allyltrimethylsilane

Peterson olefination (727 words) [view diff] no match in snippet view article find links to article

The Peterson olefination (also called the Peterson reaction) is the chemical reaction of α-silyl carbanions (1 in diagram below) with ketones (or aldehydes)

Glaser coupling (582 words) [view diff] no match in snippet view article find links to article

The Glaser coupling is a type of coupling reaction. It is by far the oldest acetylenic coupling and is based on cuprous salts like copper(I) chloride or

Piancatelli rearrangement (674 words) [view diff] no match in snippet view article find links to article

In 1976, the Italian chemist, Giovanni Piancatelli and coworkers developed a new method to synthesize 4-hydroxycyclopentenone derivatives from 2-furylcarbinols

Meerwein arylation (540 words) [view diff] no match in snippet view article find links to article

The Meerwein arylation is an organic reaction involving the addition of an aryl diazonium salt (ArN2X) to an electron-poor alkene usually supported by

Fukuyama coupling (901 words) [view diff] no match in snippet view article find links to article

The Fukuyama coupling is a coupling reaction taking place between a thioester and an organozinc halide in the presence of a palladium catalyst. The reaction

Chan–Lam coupling (621 words) [view diff] no match in snippet view article find links to article

The Chan–Lam coupling reaction – also known as the Chan–Evans–Lam coupling is a cross-coupling reaction between an aryl boronic acid and an alcohol or

Bucherer–Bergs reaction (783 words) [view diff] no match in snippet view article find links to article

The Bucherer–Bergs reaction is the chemical reaction of carbonyl compounds (aldehydes or ketones) or cyanohydrins with ammonium carbonate and potassium

Barbier reaction (486 words) [view diff] no match in snippet view article find links to article

The Barbier reaction is an organometallic reaction between an alkyl halide (chloride, bromide, iodide), a carbonyl group and a metal. The reaction can

Ethenolysis (653 words) [view diff] no match in snippet view article find links to article

In organic chemistry, ethenolysis is a chemical process in which internal olefins are degraded using ethylene (H2C=CH2) as the reagent. The reaction is

Hydrovinylation (708 words) [view diff] no match in snippet view article find links to article

In organic chemistry, hydrovinylation is the formal insertion of an alkene into the C-H bond of ethylene (H2C=CH2). The more general reaction, hydroalkenylation

Hydrocyanation (1,082 words) [view diff] exact match in snippet view article find links to article

(1994). "Electronic effects in asymmetric catalysis: Enantioselective carbon-carbon bond forming processes". Pure Appl. Chem. 66 (7): 1535–42. doi:10.1351/pac199466071535

Michael addition reaction (2,825 words) [view diff] exact match in snippet view article find links to article

β-unsaturated carbonyl) to produce a Michael adduct by creating a carbon-carbon bond at the acceptor's β-carbon. It belongs to the larger class of conjugate

Seyferth–Gilbert homologation (529 words) [view diff] no match in snippet view article find links to article

The Seyferth–Gilbert homologation is a chemical reaction of an aryl ketone 1 (or aldehyde) with dimethyl (diazomethyl)phosphonate 2 and potassium tert-butoxide

Gabriel–Colman rearrangement (831 words) [view diff] no match in snippet view article find links to article

The Gabriel–Colman rearrangement is the chemical reaction of a saccharin or phthalimido ester with a strong base, such as an alkoxide, to form substituted

McMurry reaction (758 words) [view diff] no match in snippet view article find links to article

The McMurry reaction is an organic reaction in which two ketone or aldehyde groups are coupled to form an alkene using a titanium chloride compound such

Rauhut–Currier reaction (428 words) [view diff] no match in snippet view article find links to article

The Rauhut–Currier reaction, also called the vinylogous Morita–Baylis–Hillman reaction, is an organic reaction describing (in its original scope) the dimerization

Knoevenagel condensation (691 words) [view diff] no match in snippet view article find links to article

In organic chemistry, the Knoevenagel condensation (pronounced [ˈknøːvənaːɡl̩]) reaction is a type of chemical reaction named after German chemist Emil

Quelet reaction (671 words) [view diff] no match in snippet view article find links to article

The Quelet reaction (also called the Blanc–Quelet reaction) is an organic coupling reaction in which a phenolic ether reacts with an aliphatic aldehyde

Arndt–Eistert reaction (1,002 words) [view diff] no match in snippet view article find links to article

In organic chemistry, the Arndt–Eistert reaction is the conversion of a carboxylic acid to its homologue. Named for the German chemists Fritz Arndt (1885–1969)

Alkyne metathesis (1,309 words) [view diff] no match in snippet view article find links to article

Alkyne metathesis is an organic reaction that entails the redistribution of alkyne chemical bonds. The reaction requires metal catalysts. Mechanistic studies

Carbonyl olefin metathesis (1,037 words) [view diff] no match in snippet view article find links to article

Carbonyl olefin metathesis is a type of metathesis reaction that entails, formally, the redistribution of fragments of an alkene and a carbonyl by the

Minisci reaction (786 words) [view diff] no match in snippet view article find links to article

The Minisci reaction (Italian: [miˈniʃʃi]) is a named reaction in organic chemistry. It is a nucleophilic radical substitution to an electron deficient

Shapiro reaction (1,020 words) [view diff] no match in snippet view article find links to article

The Shapiro reaction or tosylhydrazone decomposition is an organic reaction in which a ketone or aldehyde is converted to an alkene through an intermediate

Henry reaction (1,931 words) [view diff] exact match in snippet view article find links to article

The Henry reaction is a classic carbon–carbon bond formation reaction in organic chemistry. Discovered in 1895 by the Belgian chemist Louis Henry (1834–1913)

Zincke–Suhl reaction (682 words) [view diff] no match in snippet view article find links to article

The Zincke–Suhl reaction is a special case of a Friedel-Crafts alkylation and was first described by Theodor Zincke and Suhl in 1906. Unlike the traditional

Palladium–NHC complex (911 words) [view diff] no match in snippet view article find links to article

In organometallic chemistry, palladium-NHC complexes are a family of organopalladium compounds in which palladium forms a coordination complex with N-heterocyclic

Homologation reaction (546 words) [view diff] no match in snippet view article find links to article

In organic chemistry, a homologation reaction, also known as homologization, is any chemical reaction that converts the reactant into the next member of

Prins reaction (1,068 words) [view diff] no match in snippet view article find links to article

The Prins reaction is an organic reaction consisting of an electrophilic addition of an aldehyde or ketone to an alkene or alkyne followed by capture of

Acyloin condensation (867 words) [view diff] no match in snippet view article find links to article

Acyloin condensation is a reductive coupling of two carboxylic esters using impure metallic sodium to yield an α-hydroxyketone, also known as an acyloin

Gattermann reaction (587 words) [view diff] no match in snippet view article find links to article

The Gattermann reaction (also known as the Gattermann formylation and the Gattermann salicylaldehyde synthesis) is a chemical reaction in which aromatic

Wittig reaction (1,600 words) [view diff] exact match in snippet view article find links to article

many years, the stereochemistry of the Wittig reaction, in terms of carbon-carbon bond formation, had been assumed to correspond directly with the Z/E stereochemistry

Aza-Baylis–Hillman reaction (451 words) [view diff] no match in snippet view article find links to article

The aza-Baylis–Hillman reaction or aza-BH reaction in organic chemistry is a variation of the Baylis–Hillman reaction and describes the reaction of an

Corey–House synthesis (1,517 words) [view diff] exact match in snippet view article find links to article

alkyl halide in a nucleophilic substitution reaction to form a new carbon–carbon bond. However, aside from the use of metal acetylides as nucleophiles,

Nozaki–Hiyama–Kishi reaction (664 words) [view diff] no match in snippet view article find links to article

The Nozaki–Hiyama–Kishi reaction is a nickel/chromium coupling reaction forming an alcohol from the reaction of an aldehyde with an allyl or vinyl halide

Horner–Wadsworth–Emmons reaction (963 words) [view diff] no match in snippet view article find links to article

The Horner–Wadsworth–Emmons (HWE) reaction is a chemical reaction used in organic chemistry of stabilized phosphonate carbanions with aldehydes (or ketones)

Methylenation (960 words) [view diff] no match in snippet view article find links to article

In organic chemistry, methylenation is a chemical reaction that inserts a methylene (−CH2−) group into a chemical compound: A − B ⟶ A − CH 2 − B {\displaystyle

Julia olefination (1,302 words) [view diff] no match in snippet view article find links to article

The Julia olefination (also known as the Julia–Lythgoe olefination) is the chemical reaction used in organic chemistry of phenyl sulfones (1) with aldehydes

Ramberg–Bäcklund reaction (773 words) [view diff] no match in snippet view article find links to article

The Ramberg–Bäcklund reaction is an organic reaction converting an α-halo sulfone into an alkene in presence of a base with extrusion of sulfur dioxide

Ullmann reaction (1,588 words) [view diff] exact match in snippet view article find links to article

first to show that a transition metal could help perform an aryl carbon-carbon bond formation. A typical example of classic Ullmann biaryl coupling is

Wurtz–Fittig reaction (915 words) [view diff] no match in snippet view article find links to article

The Wurtz–Fittig reaction is the chemical reaction of an aryl halide, alkyl halides, and sodium metal to give substituted aromatic compounds. Following

Combes quinoline synthesis (1,208 words) [view diff] no match in snippet view article find links to article

The Combes quinoline synthesis is a chemical reaction, which was first reported by Combes in 1888. Further studies and reviews of the Combes quinoline

Alkynylation (1,249 words) [view diff] no match in snippet view article find links to article

In organic chemistry, alkynylation is an addition reaction in which a terminal alkyne (−C≡CH) is added to a carbonyl group (C=O) to form an α-alkynyl alcohol

Knorr pyrrole synthesis (1,546 words) [view diff] no match in snippet view article find links to article

The Knorr pyrrole synthesis is a widely used chemical reaction that synthesizes substituted pyrroles (3). The method involves the reaction of an α-amino-ketone

Mannich reaction (1,013 words) [view diff] no match in snippet view article find links to article

In organic chemistry, the Mannich reaction is a three-component organic reaction that involves the amino alkylation of an acidic proton next to a carbonyl

Biginelli reaction (1,074 words) [view diff] no match in snippet view article find links to article

The Biginelli reaction is a multiple-component chemical reaction that creates 3,4-dihydropyrimidin-2(1H)-ones 4 from ethyl acetoacetate 1, an aryl aldehyde

Passerini reaction (1,603 words) [view diff] exact match in snippet view article find links to article

Passerini reaction Named after Mario Passerini Reaction type Carbon-carbon bond forming reaction Identifiers Organic Chemistry Portal passerini-reaction

Bergman cyclization (773 words) [view diff] no match in snippet view article find links to article

The Masamune-Bergman cyclization or Masamune-Bergman reaction or Masamune-Bergman cycloaromatization is an organic reaction and more specifically a rearrangement

Alkyne trimerisation (1,925 words) [view diff] no match in snippet view article find links to article

An alkyne trimerisation is a [2+2+2] cycloaddition reaction in which three alkyne units (C≡C) react to form a benzene ring. The reaction requires a metal

Fujiwara–Moritani reaction (1,373 words) [view diff] no match in snippet view article find links to article

In organic chemistry, the Fujiwara–Moritani reaction is a type of cross coupling reaction where an aromatic C-H bond is directly coupled to an olefinic

Wulff–Dötz reaction (1,502 words) [view diff] exact match in snippet view article find links to article

1002/0471264180.or070.02. ISBN 978-0471264187. Dotz, K. H. (1 January 1983). "Carbon-carbon bond formation via carbonyl-carbene complexes". Pure and Applied Chemistry

Thermal rearrangement of aromatic hydrocarbons (1,690 words) [view diff] no match in snippet view article find links to article

Thermal rearrangements of aromatic hydrocarbons are considered to be unimolecular reactions that directly involve the atoms of an aromatic ring structure

Baylis–Hillman reaction (2,788 words) [view diff] exact match in snippet view article find links to article

the Baylis–Hillman, Morita–Baylis–Hillman, or MBH reaction is a carbon-carbon bond-forming reaction between an activated alkene and a carbon electrophile

Glycol cleavage (351 words) [view diff] exact match in snippet view article find links to article

Glycol cleavage is a specific type of organic chemistry oxidation. The carbon–carbon bond in a vicinal diol (glycol) is cleaved and instead the two oxygen atoms

Nitro-Mannich reaction (2,892 words) [view diff] exact match in snippet view article find links to article

nitro-Mannich reaction is related to some of the most fundamental carbon-carbon bond forming reactions in organic chemistry, including the aldol reaction

Ugi reaction (1,607 words) [view diff] no match in snippet view article find links to article

In organic chemistry, the Ugi reaction is a multi-component reaction involving a ketone or aldehyde, an amine, an isocyanide and a carboxylic acid to form

2,3-sigmatropic rearrangement (337 words) [view diff] exact match in snippet view article find links to article

the Mislow–Evans rearrangement. A [2,3]-rearrangement may result in carbon-carbon bond formation. It can also be used as a ring-expansion reaction. 2,3-sigmatropic

Kulinkovich reaction (1,696 words) [view diff] no match in snippet view article find links to article

The Kulinkovich reaction describes the organic synthesis of substituted cyclopropanols through reaction of esters with dialkyldialkoxytitanium reagents

Robinson annulation (1,743 words) [view diff] no match in snippet view article find links to article

The Robinson annulation is a chemical reaction used in organic chemistry for ring formation. It was discovered by Robert Robinson in 1935 as a method to

Electrophilic addition (243 words) [view diff] exact match in snippet view article find links to article

unsaturated C=C bond. The positive charge on X is transferred to the carbon-carbon bond, forming a carbocation during the formation of the C-X bond. In the

Thiolase (2,117 words) [view diff] exact match in snippet view article find links to article

beta-hydroxybutyric acid synthesis or steroid biogenesis. The formation of a carbon–carbon bond is a key step in the biosynthetic pathways by which fatty acids and

Johnson–Corey–Chaykovsky reaction (2,189 words) [view diff] no match in snippet view article find links to article

The Johnson–Corey–Chaykovsky reaction (sometimes referred to as the Corey–Chaykovsky reaction or CCR) is a chemical reaction used in organic chemistry

Olefin metathesis (4,096 words) [view diff] exact match in snippet view article find links to article

Olefin metathesis Reaction type Carbon-carbon bond forming reaction Identifiers Organic Chemistry Portal olefin-metathesis RSC ontology ID RXNO:0000280

Friedel–Crafts reaction (1,988 words) [view diff] no match in snippet view article find links to article

The Friedel–Crafts reactions are a set of reactions developed by Charles Friedel and James Crafts in 1877 to attach substituents to an aromatic ring. Friedel–Crafts

Heterogeneous metal catalyzed cross-coupling (2,307 words) [view diff] no match in snippet view article find links to article

Heterogeneous metal catalyzed cross-coupling is a subset of metal catalyzed cross-coupling in which a heterogeneous metal catalyst is employed. Generally

Dewar–Chatt–Duncanson model (318 words) [view diff] exact match in snippet view article find links to article

π* antibonding orbital. Both of these effects tend to reduce the carbon-carbon bond order, leading to an elongated C−C distance and a lowering of its

Ene reaction (3,349 words) [view diff] no match in snippet view article find links to article

In organic chemistry, the ene reaction (also known as the Alder-ene reaction by its discoverer Kurt Alder in 1943) is a chemical reaction between an alkene

Cycloaddition (1,261 words) [view diff] exact match in snippet view article find links to article

pericyclic. As a class of addition reaction, cycloadditions permit carbon–carbon bond formation without the use of a nucleophile or electrophile. Cycloadditions

Activation of cyclopropanes by transition metals (2,115 words) [view diff] exact match in snippet view article find links to article

the reaction proceeds by apparent oxidative addition of the 4-5 carbon-carbon bond, leading to a rhodacyclobutane intermediate. In the presence of carbon

Ring-closing metathesis (4,700 words) [view diff] no match in snippet view article find links to article

Ring-closing metathesis (RCM) is a widely used variation of olefin metathesis in organic chemistry for the synthesis of various unsaturated rings via the

Conia-ene reaction (1,805 words) [view diff] exact match in snippet view article find links to article

ketone and an alkyne or alkene, giving a cyclic product with a new carbon-carbon bond. As initially reported by J. M. Conia and P. Le Perchec, the Conia-ene

Larock indole synthesis (1,203 words) [view diff] exact match in snippet view article find links to article

alkyne insertion may be the steric hindrance present in the developing carbon-carbon bond and the orientation of the alkyne prior to syn-insertion of the alkyne

Stemmadenine (377 words) [view diff] exact match in snippet view article find links to article

believed to be formed from preakuammicine by a carbon-carbon bond cleavage. Cleavage of a second carbon-carbon bond is thought to form dehydrosecodine. The enzymes

Stille reaction (5,491 words) [view diff] no match in snippet view article find links to article

The Stille reaction is a chemical reaction widely used in organic synthesis. The reaction involves the coupling of two organic groups, one of which is

Push–pull olefin (171 words) [view diff] exact match in snippet view article find links to article

configuration also helps to stabilize the double bond because the carbon-carbon bond has considerably less double bond character. For instance, cyclobutadiene

Bisoxazoline ligand (2,222 words) [view diff] exact match in snippet view article find links to article

common. Their most important and commonly used applications are in carbon–carbon bond forming reactions. bis(oxazoline) ligands have been found to be effective

Troparil (1,036 words) [view diff] exact match in snippet view article find links to article

directly connected to the tropane ring through a non-hydrolyzable carbon-carbon bond. The lack of an ester linkage removes the local anesthetic action

Conrotatory and disrotatory (446 words) [view diff] exact match in snippet view article find links to article

necessary to draw the appropriate molecular orbitals. Next, the new carbon-carbon bond is formed by taking two of the p-orbitals and rotating them 90 degrees

Doyle–Kirmse reaction (541 words) [view diff] exact match in snippet view article find links to article

have chiral ligands leads to stereoselectivity of the newly-formed carbon–carbon bond. Mundy, Bradford P.; Ellerd, Michael G.; Favaloro, Frank G. (21 April

Diels–Alder reaction (7,087 words) [view diff] no match in snippet view article find links to article

In organic chemistry, the Diels–Alder reaction is a chemical reaction between a conjugated diene and a substituted alkene, commonly termed the dienophile

Bicyclohexyl (590 words) [view diff] exact match in snippet view article find links to article

Its structure consists of two cyclohexane rings joined by a single carbon-carbon bond. Carbazole can be denitrogenated by hydrogen to yield bicyclohexyl

Stobbe condensation (224 words) [view diff] no match in snippet view article find links to article

The Stobbe condensation entails the reaction of an aldehyde or ketone with an ester of succinic acid to generate alkylidene succinic acid or related derivatives

Russell M. Pitzer (613 words) [view diff] exact match in snippet view article find links to article

three hydrogens at each end are free to pinwheel about the central carbon-carbon bond, provided that there is sufficient energy to overcome the barrier

Gauche effect (865 words) [view diff] exact match in snippet view article find links to article

in silico work. In accordance with the model described above, the carbon–carbon bond length is higher for the anti-rotamer (151.4 pm vs. 150 pm). The steric

Murahashi coupling (655 words) [view diff] no match in snippet view article find links to article

The Murahashi Coupling is a cross coupling reaction. The coupling partners are organolithiums and organic halides. Transition metal catalysts are required

Flippin–Lodge angle (3,935 words) [view diff] exact match in snippet view article find links to article

originally defined: in practical synthetic studies of the outcome of carbon-carbon bond-forming reactions in solution. An important example is the aldol reaction

Owen Webster (541 words) [view diff] exact match in snippet view article find links to article

from tetracyanoethylene oxide, which adds to olefins through its carbon-carbon bond; hexacyanobutadiene, with an oxidation potential near that of bromine;

Scytonemin (759 words) [view diff] exact match in snippet view article find links to article

products of tryptophanyl- and tyrosyl-derived subunits linked through a carbon-carbon bond. Depending on the redox conditions it can exist in two inter-convertible

2-hydroxyphytanoyl-CoA lyase (128 words) [view diff] exact match in snippet view article find links to article

peroxisomal thiamine pyrophosphate-dependent enzyme that catalyzes the carbon-carbon bond cleavage during alpha-oxidation of 3-methyl-branched fatty acids"

Dioxygenase (2,879 words) [view diff] exact match in snippet view article find links to article

activation is used to promote certain chemical reactions. For instance, carbon-carbon bond cleavage, fatty acid hydroperoxidation, carbon-sulfur bond cleavage

Manganese-mediated coupling reactions (1,016 words) [view diff] exact match in snippet view article find links to article

abstraction to generate a saturated carbonyl compound containing a new carbon-carbon bond. Copper(II) acetate is sometimes needed to facilitate the oxidation

Irina Beletskaya (1,039 words) [view diff] exact match in snippet view article find links to article

acidity and reactivity. She developed some of the first methods for carbon-carbon bond formation using palladium or nickel catalysts, and extended these

Fumarylacetoacetate hydrolase (2,540 words) [view diff] exact match in snippet view article find links to article

(FAH) is a protein homodimer which cleaves fumarylacetoacetate at its carbon-carbon bond during a hydrolysis reaction. As a critical enzyme in phenylalanine

RXNO Ontology (417 words) [view diff] exact match in snippet view article find links to article

reactions 2 Acylation and related processes 3 Carbon-Carbon bond formation RXNO:0000002 Category:Carbon-carbon bond forming reactions 4 Heterocycle forming

Thiamine pyrophosphate (868 words) [view diff] exact match in snippet view article find links to article

decarboxylation reaction (aka cleavage of a substrate compound at a carbon-carbon bond connecting a carbonyl group to an adjacent reactive group—usually

Citrate synthase family (602 words) [view diff] exact match in snippet view article find links to article

is a member of a small family of enzymes that can directly form a carbon-carbon bond without the presence of metal ion cofactors. It catalyses the first

Transition-metal allyl complex (1,344 words) [view diff] exact match in snippet view article find links to article

932–933. Chiusoli, G. P.; Salerno, G.; Tsuji J.; Sato F. (1985). "Carbon-carbon bond formation using η3-allyl complexes". In Hartley, Frank R.; Patai,

Eclipsed conformation (932 words) [view diff] exact match in snippet view article find links to article

the example of ethane, such a graph shows that rotation around the carbon-carbon bond is not entirely free but that an energy barrier exists. The ethane

Benzylsuccinate synthase (957 words) [view diff] exact match in snippet view article find links to article

aromatic hydrocarbons, primarily toluene. It operates by catalyzing carbon-carbon bond formation between toluene and fumarate into benzylsuccinate. Benzylsuccinate

Insertion reaction (1,867 words) [view diff] exact match in snippet view article find links to article

reaction takes place in which a nitrogen atom is inserted into a carbon-carbon bond α- to the bridge head: The Beckmann rearrangement is another example

Crotonase family (998 words) [view diff] exact match in snippet view article find links to article

hydratase, and isomerase activities, while others have been implicated in carbon-carbon bond formation and cleavage as well as the hydrolysis of thioesters. However

Aldol reactions (957 words) [view diff] exact match in snippet view article find links to article

a β-hydroxy aldehyde. Aldol reactions are important reactions for carbon-carbon bond formation and a fundamental reaction principle in organic chemistry

Lysophosphatidic acid phosphatase type 6 (2,068 words) [view diff] exact match in snippet view article find links to article

(14 carbon chain), oleate-LPA (18 carbon chain and one unsaturated carbon-carbon bond), laurate-LPA (12 carbon chain) or palmitate-LPA (16 carbon chain)

Fatty acid (5,037 words) [view diff] exact match in snippet view article find links to article

acid is indicated by Δx, where the double bond is located on the xth carbon–carbon bond, counting from the carboxylic acid end. In n minus x (also ω−x or

Pummerer rearrangement (772 words) [view diff] case mismatch in snippet view article find links to article

Hiroshi; Watanabe, Yasuyuki; Uda, Hisashi (1989). "Lewis Acid-Mediated Carbon-Carbon bond forming reaction using the Pummerer Rearrangement Products from Chiral

F. Dean Toste (1,264 words) [view diff] exact match in snippet view article find links to article

phenols in palladium-catalyzed reactions, and ruthenium-catalyzed carbon-carbon bond forming reactions. He also completed the enantioselective total syntheses

Sukbok Chang (1,760 words) [view diff] exact match in snippet view article find links to article

is transition metal catalyzed C-H bond functionalization for the carbon-carbon bond and carbon-heteroatom bond formation. Sukbok Chang received his B

Dynamic covalent chemistry (1,991 words) [view diff] exact match in snippet view article find links to article

temperatures as low as 40 °C. Olefin and alkyne metathesis refers to a carbon–carbon bond forming reaction. In the case of olefin metathesis, the bond forms

Carboxylation (853 words) [view diff] case mismatch in snippet view article find links to article

Nobel, Dominique (August 1988). "Reactions of Carbon Dioxide with Carbon-Carbon Bond Formation Catalyzed by Transition-Metal Complexes". Chemical Reviews

Atom transfer radical polymerization (4,289 words) [view diff] exact match in snippet view article find links to article

or atom transfer radical addition, ATRP is a means of forming a carbon-carbon bond with a transition metal catalyst. Polymerization from this method

Tetrahedrane (1,643 words) [view diff] exact match in snippet view article find links to article

the tert-butyl analogue. The silicon–carbon bond is longer than a carbon–carbon bond, and therefore the corset effect is reduced. Whereas the tert-butyl

Decarboxylative cross-coupling (3,056 words) [view diff] exact match in snippet view article find links to article

a carboxylic acid is reacted with an organic halide to form a new carbon-carbon bond, concomitant with loss of CO2. Aryl and alkyl halides participate

Perylene (418 words) [view diff] exact match in snippet view article find links to article

perylene molecule consists of two naphthalene molecules connected by a carbon-carbon bond at the 1 and 8 positions on both molecules. All of the carbon atoms

Alcohol oxidation (1,578 words) [view diff] exact match in snippet view article find links to article

—that is, vicinal diols/ 1,2-diols — suffer oxidative breakage at a carbon-carbon bond with some oxidants such as sodium periodate (NaIO4), (diacetoxyiodo)benzene

Decamethylsilicocene (1,185 words) [view diff] exact match in snippet view article find links to article

and ketones to give products with a silicon (IV) central atom and a carbon-carbon bond formed between two equivalents of the aldehyde or ketone. The two

Β-Carbon elimination (1,798 words) [view diff] no match in snippet view article find links to article

Christina M.; Stryker, Jeffrey M. (March 2000). "The Mechanism of Carbon−Carbon Bond Activation in Cationic 6-Alkylcyclohexadienyl Ruthenium Hydride Complexes"

Trimethylsilyl cyanide (387 words) [view diff] exact match in snippet view article find links to article

carbon-oxygen double bonds, for example in an aldehyde, to form a new carbon-carbon bond: RCH=O + (CH3)3SiC≡N → N≡C–CHR–OSi(CH3)3 The product is an O-silylated

Rearrangement reaction (595 words) [view diff] exact match in snippet view article find links to article

nylons: A pericyclic reaction is a type of reaction with multiple carbon–carbon bond making and breaking wherein the transition state of the molecule has

Ethane (2,989 words) [view diff] exact match in snippet view article find links to article

three hydrogens at each end are free to pinwheel about the central carbon–carbon bond when provided with sufficient energy to overcome the barrier. The

Benzilic acid rearrangement (950 words) [view diff] exact match in snippet view article find links to article

0.22, and that the methyl group is positioned between the central carbon–carbon bond. The carboxylic acid in intermediate 4 is less basic than the alkoxide

N-Butylbenzene (143 words) [view diff] exact match in snippet view article find links to article

C4-Benzenes Tamao, Kohei; Sumitani, Koji; Kumada, Makoto (1972). "Selective carbon-carbon bond formation by cross-coupling of Grignard reagents with organic halides

Sulfonium (637 words) [view diff] exact match in snippet view article find links to article

Sulfonium salts are precursor to sulfur ylides, which are useful in carbon–carbon bond-forming reactions. In a typical application, a R2S+CH2R′ center is

Prismane (715 words) [view diff] exact match in snippet view article find links to article

is a colourless liquid at room temperature. The deviation of the carbon-carbon bond angle from 109° to 60° in a triangle leads to a high ring strain,

Timothy F. Jamison (902 words) [view diff] exact match in snippet view article find links to article

process. Nickel–Catalyzed Carbon–Carbon Bond Formation. The majority of the transformations under investigation are carbon–carbon bond–forming reactions promoted

Transition state (986 words) [view diff] exact match in snippet view article find links to article

an alkene group, is unable to give this reaction) the bridgehead carbon-carbon bond length is expected to be shorter if the theory holds, because on approaching

Fétizon oxidation (1,734 words) [view diff] exact match in snippet view article find links to article

which one of the alcohols is tertiary while avoiding cleavage of the carbon-carbon bond. The mildness and structural sensitivity of the reagent also makes

Electronic effect (1,083 words) [view diff] case mismatch in snippet view article find links to article

(2007). "Critical Effect of Phosphane Ligands on the Mechanism of Carbon–Carbon Bond Formation Involving Palladium(II) Complexes: A Theoretical Investigation

Transition metal pincer complex (1,768 words) [view diff] exact match in snippet view article find links to article

shown to catalyse Suzuki-Miyaura coupling reactions, a versatile carbon-carbon bond forming reaction. Typical Suzuki coupling employ Pd(0) catalysts with

Holton Taxol total synthesis (1,478 words) [view diff] exact match in snippet view article find links to article

oxidation of alcohol 14 gave ketone 15. The next step set the final carbon-carbon bond between the B and C rings. This was achieved through a Chan rearrangement

Vinylcyclopropane rearrangement (3,522 words) [view diff] exact match in snippet view article find links to article

consistent with a concerted mechanism where cleavage of the cyclopropyl carbon-carbon bond was rate-limiting. Albeit a concerted mechanism seemed likely it was

(4+3) cycloaddition (1,268 words) [view diff] exact match in snippet view article

methods of cyclising linear precursors by the formation of a single carbon-carbon bond (such as the Prins reaction, shown below) form seven-membered rings

Allyl alcohol (780 words) [view diff] exact match in snippet view article find links to article

using selenium dioxide or organic peroxides. Other methods include carbon-carbon bond-forming reactions such as the Prins reaction, the Morita-Baylis-Hillman

Monocrotaline (1,436 words) [view diff] exact match in snippet view article find links to article

dehydro MCT. In this phase 1 reaction a double carbon-carbon bond is introduced out of a single carbon-carbon bond. After the phase 1 reaction, the oxidised

Isohumulone (257 words) [view diff] exact match in snippet view article find links to article

generate free-radical species by the homolytic cleavage of the exocyclic carbon-carbon bond. The cleaved acyl side-chain radical then decomposes further, expelling

Kekulene (617 words) [view diff] exact match in snippet view article find links to article

by using single molecule atomic force microscopy to measure the carbon–carbon bond-lengths and bond orders. This configuration is in keeping with Clar's

Cyclopentenone prostaglandins (3,059 words) [view diff] exact match in snippet view article find links to article

acid metabolite with double bonds between carbons 5,6 and 13,14, a carbon-carbon bond between carbons 8 and 12 (which establishes its cyclopentanone ring)

Bent bond (1,068 words) [view diff] exact match in snippet view article find links to article

is outside the line of centers between the two carbon atoms. The carbon–carbon bond lengths are shorter than in a regular alkane bond: 151 pm versus 153 pm

Muco-Inositol (1,295 words) [view diff] exact match in snippet view article find links to article

separated by the single carbon-carbon bond of C3 and C4. The angles between the carbon-hydroxyl group bonds and the carbon-carbon bond are nominally 109.5

Allyl group (1,366 words) [view diff] case mismatch in snippet view article find links to article

ISBN 0471980501. LCCN 64-25218. Nogi, Keisuke; Yorimitsu, Hideki (2021). "Carbon–Carbon Bond Cleavage at Allylic Positions: Retro-allylation and Deallylation"

Chromium(II) chloride (792 words) [view diff] no match in snippet view article

New York; 2005. doi:10.1002/047084289X.rc166. (b) Alois Fürstner, "Carbon−Carbon Bond Formations Involving Organochromium(III) Reagents" Chemical Reviews

Cyanation (713 words) [view diff] case mismatch in snippet view article find links to article

PMID 26151426. Ravelli, Davide; Protti, Stefano; Fagnoni, Maurizio (2016). "Carbon-Carbon Bond Forming Reactions via Photogenerated Intermediates". Chemical Reviews

2-hydroxyethylphosphonate dioxygenase (186 words) [view diff] exact match in snippet view article find links to article

G, Nair SK, van der Donk WA, Metcalf WW (June 2009). "An unusual carbon-carbon bond cleavage reaction during phosphinothricin biosynthesis". Nature. 459

Scopine (289 words) [view diff] exact match in snippet view article find links to article

19230560515. Hayakawa, Y.; Baba, Y.; Makino, S.; Noyori, R. (1978). "Carbon-carbon bond formation promoted by transition metal carbonyls. 19. General synthesis

Shibasaki catalyst (520 words) [view diff] exact match in snippet view article find links to article

character of rare earth metal alkoxides. Utilization in catalytic carbon-carbon bond-forming reactions and catalytic asymmetric nitroaldol reactions".

Ceric ammonium nitrate (817 words) [view diff] case mismatch in snippet view article find links to article

(2): 121–623. doi:10.1002/0471264180.or070.02. Dötz, K. H. (1983). "Carbon–Carbon Bond Formation via Carbonyl-Carbene Complexes". Pure and Applied Chemistry

Desulfonylation reactions (2,248 words) [view diff] exact match in snippet view article find links to article

desulfonylation or reductive elimination, the net result is the formation of a carbon-carbon bond single or double bond between two unfunctionalized carbons, a ubiquitous

Gutmann–Beckett method (973 words) [view diff] exact match in snippet view article find links to article

Jacobsen, and D. Toste, "Stable gold(III) catalysts by oxidative addition of a carbon-carbon bond", Nature, 2015, 517, 449-454. doi: 10.1038/nature14104

Dynamic kinetic resolution in asymmetric synthesis (1,466 words) [view diff] exact match in snippet view article find links to article

researched primarily because of the inherent challenge of forming a carbon-carbon bond. Ward and colleagues have been able to use the proline-catalyzed aldol

Homoenolates (277 words) [view diff] case mismatch in snippet view article find links to article

Homoenolates Generated by N-heterocyclic Carbene (NHC) Catalysis in Carbon-Carbon Bond-Forming Reactions". Chemical Society Reviews. 44 (15): 5040–5052.

Oxy-Cope rearrangement (1,780 words) [view diff] no match in snippet view article find links to article

A.; D. J., Baillargeon (1978). "Alkoxide Substituent Effects on Carbon—Carbon Bond Homolysis". Tetrahedron Letters. 19 (36): 3319–3322. doi:10

Bamford–Stevens reaction (1,481 words) [view diff] exact match in snippet view article find links to article

1039/c1cs15127d. PMID 21785803. Barluenga, J. (2009). "Metal-free carbon-carbon bond-forming reductive coupling between bornic acids and tosylhydrazones"

Cyclooctadecanonaene (733 words) [view diff] exact match in snippet view article find links to article

lengths in [18]annulene are in between those of single and double carbon–carbon bond, with two bond lengths observed crystallographically: 138.9 pm (concave

Zirconocene dichloride (986 words) [view diff] exact match in snippet view article find links to article

Ilan (2013-12-08). "Merging allylic carbon–hydrogen and selective carbon–carbon bond activation". Nature. 505 (7482): 199–203. doi:10.1038/nature12761

Vinylogy (906 words) [view diff] case mismatch in snippet view article find links to article

0353. The Vinylogous Aldol Reaction: A Valuable, Yet Understated Carbon-Carbon Bond-Forming Maneuver Giovanni Casiraghi, Franca Zanardi, Giovanni Appendino

Norrish reaction (1,067 words) [view diff] exact match in snippet view article find links to article

carbon radical at the other α-carbon, followed by formation of a new carbon–carbon bond between the radicals. The ultimate effect is simple extraction of

Mukaiyama aldol addition (958 words) [view diff] exact match in snippet view article find links to article

First, the Lewis acid activates the aldehyde component followed by carbon-carbon bond formation between the enol silane and the activated aldehyde. With

2,3-diketo-5-methylthiopentyl-1-phosphate enolase (174 words) [view diff] exact match in snippet view article find links to article

"Purification and characterization of an enzyme involved in oxidative carbon-carbon bond cleavage reactions in the methionine salvage pathway of Klebsiella

Vinylogy (906 words) [view diff] case mismatch in snippet view article find links to article

0353. The Vinylogous Aldol Reaction: A Valuable, Yet Understated Carbon-Carbon Bond-Forming Maneuver Giovanni Casiraghi, Franca Zanardi, Giovanni Appendino

Krische allylation (2,045 words) [view diff] exact match in snippet view article find links to article

generation. The Krische allylation involves “transfer hydrogenative” carbon-carbon bond formations. In a series of papers published in the early 2000s, Krische

Acetylacetone (1,027 words) [view diff] exact match in snippet view article find links to article

form the complex. The enzyme acetylacetone dioxygenase cleaves the carbon-carbon bond of acetylacetone, producing acetate and 2-oxopropanal. The enzyme

Nogalamycin (608 words) [view diff] exact match in snippet view article find links to article

attachment of nogalamine both through O-glycosylation and also through a carbon-carbon bond at the C2 position of the nogalamycinone core, The following enzymes

Catechol 1,2-dioxygenase (1,856 words) [view diff] exact match in snippet view article find links to article

products and cofactors. 1,2-CTD uses Fe3+ as a cofactor to cleave the carbon-carbon bond between the phenolic hydroxyl groups of catechol, thus yielding muconic

Resonance (chemistry) (5,094 words) [view diff] exact match in snippet view article

than addition reactions as typical for alkenes. He proposed that the carbon-carbon bond in benzene is intermediate of a single and double bond. The resonance

HACL1 (gene) (148 words) [view diff] exact match in snippet view article

peroxisomal thiamine pyrophosphate-dependent enzyme that catalyzes the carbon-carbon bond cleavage during alpha-oxidation of 3-methyl-branched fatty acids"

(2-Bromophenyl)diphenylphosphine (304 words) [view diff] no match in snippet view article

and (2-Diethylphosphino)phenylphosphine, C6H4PR2 (R = Ph, Et). Carbon−Carbon Bond Formation by Reductive Elimination at a Gold(II)−Gold(II) Center"

Shuttle catalysis (1,197 words) [view diff] no match in snippet view article find links to article

PMID 17685581. Jun, Chul-Ho; Lee, Hyuk (1999-02-01). "Catalytic Carbon−Carbon Bond Activation of Unstrained Ketone by Soluble Transition-Metal Complex"

Nabumetone (773 words) [view diff] exact match in snippet view article find links to article

HG, Challinor VL, De Voss JJ, Ortiz de Montellano PR (May 2014). "Carbon-carbon bond cleavage in activation of the prodrug nabumetone". Drug Metabolism

Acireductone synthase (236 words) [view diff] exact match in snippet view article find links to article

"Purification and characterization of an enzyme involved in oxidative carbon-carbon bond cleavage reactions in the methionine salvage pathway of Klebsiella

Lithium bis(trimethylsilyl)amide (985 words) [view diff] exact match in snippet view article

such, it finds use in a range of coupling reactions, particularly carbon-carbon bond forming reactions such as the Fráter–Seebach alkylation and mixed

Enders SAMP/RAMP hydrazone-alkylation reaction (2,515 words) [view diff] exact match in snippet view article find links to article

The Enders SAMP/RAMP hydrazone alkylation reaction is an asymmetric carbon-carbon bond formation reaction facilitated by pyrrolidine chiral auxiliaries.

(1,1'-Bis(diphenylphosphino)ferrocene)palladium(II) dichloride (254 words) [view diff] case mismatch in snippet view article

5b00567. Li, Jie Jack; Limberakis, Chris; Pflum, Derek A. (2007). "Carbon–Carbon Bond Formation". Modern Organic Synthesis in the Laboratory: A Collection

1,6-Methano(10)annulene (512 words) [view diff] exact match in snippet view article

confirmed by two main pieces of evidence. Firstly, the similarity in carbon-carbon bond lengths as measured by x-ray crystallography is inconsistent with

Reductive dechlorination (1,696 words) [view diff] exact match in snippet view article find links to article

same alkane or alkene, leading to the formation of an additional carbon-carbon bond. Biological reductive dechlorination is often effected by certain

Carbometalation (1,689 words) [view diff] exact match in snippet view article find links to article

PMID 16332046. Negishi, Eiichi; Miller, Joseph A. (1983-10-01). "Selective carbon-carbon bond formation via transition metal catalysis 37. Controlled carbometalation

2-hydroxy-3-keto-5-methylthiopentenyl-1-phosphate phosphatase (181 words) [view diff] exact match in snippet view article find links to article

"Purification and characterization of an enzyme involved in oxidative carbon-carbon bond cleavage reactions in the methionine salvage pathway of Klebsiella

Don Tilley (878 words) [view diff] no match in snippet view article find links to article

T.D. "Assembly of Macrocycles by Zirconocene-Mediated, Reversible Carbon−Carbon Bond Formation." Acc. Chem. Res. 44.6 (2011): 435–446. Sadow, A.D., and

Sigmatropic reaction (2,106 words) [view diff] exact match in snippet view article find links to article

a [3,3]-sigmatropic rearrangement. This rearrangement is a useful carbon-carbon bond-forming reaction. An example of Claisen rearrangement is the [3,3]

Dichlorotris(triphenylphosphine)ruthenium(II) (904 words) [view diff] exact match in snippet view article

possible (see "borrowing hydrogen"). RuCl2(PPh3)3 efficiently catalyzes carbon-carbon bond formation from cross couplings of alcohols through C-H activation

Aminocyclopropanecarboxylate oxidase (512 words) [view diff] exact match in snippet view article find links to article

identified in condensed media as a tetraphenylphosphonium salt with a weak carbon-carbon bond. Zhang Z, Schofield CJ, Baldwin JE, Thomas P, John P (1995). "Expression

Hexamethylbenzene (4,014 words) [view diff] exact match in snippet view article find links to article

edges being weak partial bonds—are reflected in variations of the carbon–carbon bond lengths: the ring bonds are 1.439–1.445 Å,, the bonds to the methyl

David Milstein (1,128 words) [view diff] exact match in snippet view article find links to article

Weisman, A.; Ben-David, Y.; Milstein, D. (1993). "Activation of a carbon–carbon bond in solution by transition-metal insertion". Nature. 364 (6439): 699–701

Base-promoted epoxide isomerization (1,120 words) [view diff] exact match in snippet view article find links to article

C–H insertion affords cyclic alcohols with the formation of a new carbon-carbon bond.(3) In many cases when hexamethylphosphoramide (HMPA) is used as an

Biocatalysis (2,010 words) [view diff] case mismatch in snippet view article find links to article

Svedendahl, Maria; Hult, Karl; Berglund, Per (December 2005). "Fast Carbon-Carbon Bond Formation by a Promiscuous Lipase". Journal of the American Chemical

Squaric acid (1,206 words) [view diff] exact match in snippet view article find links to article

rates. The structure of squaric acid is not a perfect square, as the carbon–carbon bond lengths are not quite equal. The high acidity with pKa1 = 1.5 for

Hyperconjugation (2,394 words) [view diff] exact match in snippet view article find links to article

perfectly with the empty p-orbital, depending on the conformation of the carbon–carbon bond. Donation from the two misaligned C–H bonds is weaker. The more adjacent

Thioflavin (991 words) [view diff] exact match in snippet view article find links to article

consists of a benzylamine and a benzothiazole ring connected through a carbon-carbon bond. These two rings can rotate freely when the molecule is in solution

Cyclopropane (1,426 words) [view diff] exact match in snippet view article find links to article

Propellane contains three cyclopropane rings that share a single central carbon-carbon bond. Cyclopropene Methylenecyclopropane Merck Index, 11th Edition, 2755

Larry E. Overman (813 words) [view diff] exact match in snippet view article find links to article

doi:10.1021/ja00484a046. Kakimoto, Masa-aki; Larry E. Overman (1979). "Carbon-carbon bond formation via directed 2-azonia-[3,3]-sigmatropic rearrangements.

Enolate (2,487 words) [view diff] exact match in snippet view article find links to article

numerous electrophiles like epoxides and alkyl halides to form a new carbon-carbon bond on β-carbon. Two potential reaction mechanisms are shown below: Alkylation

Ketone (2,948 words) [view diff] exact match in snippet view article find links to article

oxidizing agents and at elevated temperatures. Their oxidation involves carbon–carbon bond cleavage to afford a mixture of carboxylic acids having lesser number

José Barluenga (554 words) [view diff] case mismatch in snippet view article find links to article

J.; Tomás-Gamasa, M.; Aznar, F.; Valdés, C. (2009). "Metal-Free Carbon-Carbon Bond-Forming Reductive Coupling Between Boronic Acids and Tosyl-hydrazones"

Bürgi–Dunitz angle (1,573 words) [view diff] exact match in snippet view article find links to article

(1990) Understanding and controlling diastereofacial selectivity in carbon-carbon bond-forming reactions, Aldrichimica Acta 23(4):94-111, esp. p. 101, see

Isocitrate lyase (2,447 words) [view diff] exact match in snippet view article find links to article

mechanism functions much like that of aldolase in glycolysis, where a carbon-carbon bond is cleaved and an aldehyde is released. In the glyoxylate cycle, malate

2-Iodoxybenzoic acid (1,166 words) [view diff] exact match in snippet view article find links to article

oxidizing vicinal diols (or glycols) to diketones without cleavage of the carbon-carbon bond, but oxidative cleavage of glycols to two aldehydes or ketones can

Essential fatty acid (2,883 words) [view diff] exact match in snippet view article find links to article

Greek alphabet. Thus, the ω-3 indicates that the first unsaturated carbon-carbon bond from the terminal end (ω) of the chain is the third one. Typically

Ring flip (1,087 words) [view diff] exact match in snippet view article find links to article

116 kJ/mol (27.7 kcal/mol). Strain can also be decreased when the carbon-carbon bond angles are close or at the preferred bond angle of 109.5°, meaning

Corannulene (2,320 words) [view diff] exact match in snippet view article find links to article

center at the rim. X-ray diffraction analysis shows that the new carbon-carbon bond is elongated (157 pm) Bicorannulenyl is the product of dehydrogenative

Paul Chirik (765 words) [view diff] exact match in snippet view article find links to article

process surrounding iron- and cobalt-based catalysis cross-coupling for carbon-carbon bond formation, an essential technology used by the pharmaceutical industry

Tiffeneau–Demjanov rearrangement (2,701 words) [view diff] exact match in snippet view article find links to article

leaving group, it requires very little 'push' from the developing carbon-carbon bond. Their results again highlight the fact that multiple factors determine

2-Chlorobutane (755 words) [view diff] exact match in snippet view article find links to article

2-chlorobutane can be used to prepare a Grignard reagent for use in forming a carbon-carbon bond. In the first step, a magnesium ion donates an electron to the alpha

Propionyl-CoA (2,412 words) [view diff] exact match in snippet view article find links to article

methylmalonyl-CoA mutase, an enzyme requiring cobalamin to catalyze the carbon-carbon bond migration. The methylmalonyl-CoA mutase mechanism begins with the

Meldrum's acid (1,243 words) [view diff] case mismatch in snippet view article find links to article

(2009). "Meldrum's Acids and 5-Alkylidene Meldrum's Acids in Catalytic Carbon–Carbon Bond-Forming Processes". Acc. Chem. Res. 43 (3): 440–454. doi:10.1021/ar900229z

Barbara Burger (690 words) [view diff] exact match in snippet view article find links to article

Bunel, Emilio.; Burger, Barbara J.; Bercaw, John E. (1988-02-03). "Carbon-carbon bond activation via .beta.-alkyl elimination. Reversible branching of 1

Aza-Cope rearrangement (5,704 words) [view diff] case mismatch in snippet view article find links to article

4186–4188. doi:10.1021/jo01264a104. Overman L. E.; Kakimoto, M. (1979). "Carbon-Carbon Bond Formation via Directed 2-Azonia-[3,3]-Sigmatropic Rearrangements.

Nonribosomal peptide (1,833 words) [view diff] exact match in snippet view article find links to article

mechanism of condensation is different from a chemical standpoint: PKS, carbon-carbon bond formation through Claisen condensation reaction NRPs, the C domain

Murai reaction (1,146 words) [view diff] case mismatch in snippet view article find links to article

Fumitoshi; Kochi, Takuya (2008-10-01). "Transition-Metal-Catalyzed Carbon-Carbon Bond Formation via Carbon-Hydrogen Bond Cleavage". Synthesis. 2008 (19):

Fenestrane (1,331 words) [view diff] exact match in snippet view article find links to article

crystallography), as compared to the 109.45° standard for tetrahedral atoms. The carbon–carbon bond-lengths deviate from those of normal alkanes as well. Whereas the

Ergocryptine (987 words) [view diff] exact match in snippet view article find links to article

occurs via keto-enol tautomerization to facilitate rotation about a carbon-carbon bond, followed by tautomerization back to the aldehyde, and condensation

Conductive polymer (3,309 words) [view diff] exact match in snippet view article find links to article

electro (co)polymerization. The chemical synthesis means connecting carbon-carbon bond of monomers by placing the simple monomers under various condition

Usha Ranjan Ghatak (1,342 words) [view diff] exact match in snippet view article find links to article

1016/S0040-4039(00)83915-5. Subrata GhoshUsha Ranjan Ghatak (April 1988). "Carbon-carbon bond formation and annulation reactions using trimethyl and triethyl orthoformates"

Zirconocene (839 words) [view diff] no match in snippet view article find links to article

(2011-06-21). "Assembly of Macrocycles by Zirconocene-Mediated, Reversible Carbon−Carbon Bond Formation". Accounts of Chemical Research. 44 (6): 435–446. doi:10

Electrophilic substitution of unsaturated silanes (1,477 words) [view diff] exact match in snippet view article find links to article

the site of reaction and stereoselectivity. Formation of the new carbon-carbon bond is at the γ position of allyl silanes and the β position of vinylsilanes

Abraham Badu-Tawiah (813 words) [view diff] case mismatch in snippet view article find links to article

Thomas; Badu‐Tawiah, Abraham; Cooks, R. Graham (2012). "Accelerated Carbon-Carbon Bond-Forming Reactions in Preparative Electrospray". Angewandte Chemie

Lanthanide trifluoromethanesulfonates (924 words) [view diff] no match in snippet view article find links to article

Feringa, B., Keller, E. & Otto, S. 1996, “Lewis-acid Catalysis of Carbon Carbon Bond Forming Reactions in Water”, Recuil des Travaux Chimiques des Pays-Bas

Anemonin (1,184 words) [view diff] exact match in snippet view article find links to article

proposed diradical intermediate; the resulting radicals after an initial carbon-carbon bond forming step are delocalized through the α,β-unsaturated system. These

Zirconocene bis(trimethylsilyl)acetylene pyridine (1,923 words) [view diff] exact match in snippet view article

ketone, a zirconium oxygen bond formed simultaneously forming a new carbon-carbon bond from the cyclopropene and the carbonyl carbon. Rosenthal, Uwe; Ohff

Croconic acid (1,313 words) [view diff] exact match in snippet view article find links to article

Infrared and Raman assignments indicate that the equalization of the carbon–carbon bond lengths, thus the electronic delocalization, follows with an increase

Bornyl diphosphate synthase (1,680 words) [view diff] exact match in snippet view article find links to article

diphosphate (LPP), which then allows for the rotation around the carbon-carbon bond, and consequent reattachment of the PPi group. The pyrophosphate then

Adamantane (4,230 words) [view diff] exact match in snippet view article find links to article

diffraction and X-ray crystallography, the molecule has Td symmetry. The carbon–carbon bond lengths are 1.54 Å, almost identical to that of diamond. The carbon–hydrogen

Enantioselective synthesis (4,726 words) [view diff] exact match in snippet view article find links to article

enantioselective synthesis can be achieved; for example a number of carbon–carbon bond forming reactions become enantioselective in the presence of proline

Conjugated system (4,285 words) [view diff] case mismatch in snippet view article find links to article

ISSN 0935-9648. The Vinylogous Aldol Reaction: A Valuable, Yet Understated Carbon-Carbon Bond-Forming Maneuver Giovanni Casiraghi, Franca Zanardi, Giovanni Appendino

L-ribulose-5-phosphate 4-epimerase (1,155 words) [view diff] exact match in snippet view article find links to article

enzymes belong to a superfamily of epimerases/aldolases that catalyze carbon-carbon bond cleavage reactions via a metal-stabilized enolate intermediate. Ribulose

Phoslactomycin B (688 words) [view diff] exact match in snippet view article find links to article

(transfers acyl group form CoA to ACP) KS: keto synthase (forms the new carbon-carbon bond) KR: keto reductase (NADPH-dependent reduces beta-ketone to beta-hydroxyl)

Conformational isomerism (3,777 words) [view diff] exact match in snippet view article find links to article

conformers. For each molecule, the three substituents emanating from each carbon–carbon bond are staggered, with each H–C–C–H dihedral angle (and H–C–C–CH3 dihedral

Microreactor (2,746 words) [view diff] case mismatch in snippet view article find links to article

Chem. Soc., 2009,131, 1650, doi:10.1021/Ja807616z Instantaneous Carbon-Carbon Bond Formation Using a Microchannel Reactor with a Catalytic Membrane Yasuhiro

Mark Lautens (1,180 words) [view diff] no match in snippet view article find links to article

Lautens, Mark (2011). "Palladium-Catalyzed Carboiodination of Alkenes: Carbon−Carbon Bond Formation with Retention of Reactive Functionality". Journal of the

Proline organocatalysis (1,841 words) [view diff] no match in snippet view article find links to article

Asymmetric Aldol Reactions: A Bioorganic Approach to Catalytic Asymmetric Carbon−Carbon Bond-Forming Reactions". Journal of the American Chemical Society. 122

CYP17A1 (2,740 words) [view diff] exact match in snippet view article find links to article

cholesterol, steroids, and other lipids, including the remarkable carbon-carbon bond scission catalyzed by this enzyme. The CYP17A1 gene may also contain

Tamejiro Hiyama (1,206 words) [view diff] exact match in snippet view article find links to article

PMID 22218700. Hodgson, David M. (1994). "Chromium(II)-based methods for carbon-carbon bond formation". J. Organomet. Chem. 476 (1): 1–5. doi:10.1016/0022-328X(94)84132-2

Nanotechnology (6,934 words) [view diff] exact match in snippet view article find links to article

(nm) is one billionth, or 10−9, of a meter. By comparison, typical carbon–carbon bond lengths, or the spacing between these atoms in a molecule, are in

Donald E. Pearson (1,180 words) [view diff] exact match in snippet view article find links to article

of methanol to gasoline: new mechanism for formation of the first carbon-carbon bond". Journal of the American Chemical Society. 112 (25): 9085–9092. doi:10

W. Clark Still (2,031 words) [view diff] exact match in snippet view article find links to article

challenging natural product. The 2,3-Wittig rearrangement is a useful carbon-carbon bond forming reaction that transforms an allyl ether into a homoallylic

Methanothrix (1,205 words) [view diff] exact match in snippet view article find links to article

cycle in the oxidative direction. After formation of acetyl-CoA, the carbon-carbon bond of acetate is cleaved by a carbon monoxide dehydrogenase/acetyl-CoA

Intramolecular Heck reaction (1,874 words) [view diff] exact match in snippet view article find links to article

of the alkene into the carbon-palladium bond establishes the key carbon-carbon bond. Insertion takes place in a suprafacial fashion, but the dihedral

Reductions with samarium(II) iodide (1,965 words) [view diff] exact match in snippet view article

contexts in organic synthesis for both functional group manipulation and carbon-carbon bond formation. Samarium(II) iodide is a one-electron reductant, and typically

Igor Larrosa (907 words) [view diff] case mismatch in snippet view article find links to article

June 2020. Larrosa, Igor; Cornella, Josep (2012). "Decarboxylative Carbon-Carbon Bond-Forming Transformations of (Hetero)aromatic Carboxylic Acids" (PDF)

Proline-catalyzed aldol reactions (2,633 words) [view diff] no match in snippet view article find links to article

Asymmetric Aldol Reactions: A Bioorganic Approach to Catalytic Asymmetric Carbon−Carbon Bond-Forming Reactions". Journal of the American Chemical Society. 123

Teruaki Mukaiyama (2,170 words) [view diff] exact match in snippet view article find links to article

aldol reaction involves two carbonyl compounds which join, forming a carbon-carbon bond. Depending on whether it is performed in acidic or basic conditions

Polyphenol (5,659 words) [view diff] exact match in snippet view article find links to article

natural product. The attachment of the phenol to the saccharide is by a carbon-carbon bond. The isoflavone and its 10-atom benzopyran "fused ring" system, also

Carbon–hydrogen bond activation (3,478 words) [view diff] exact match in snippet view article find links to article

enantioselective annulation of an aryl imine via a C-H activation. Carbon-carbon bond activation Oxidative coupling of methane Cross dehydrogenative coupling

Ferrocene (5,131 words) [view diff] exact match in snippet view article find links to article

hapticity, the number of atoms through which each ring binds. The carbon–carbon bond distances around each five-membered ring are all 1.40 Å, and all Fe–C

(+)-CPCA (4,044 words) [view diff] exact match in snippet view article

Jang DO, Slafer BW, Curtis MD, Beak P (October 2002). "Asymmetric carbon-carbon bond formations in conjugate additions of lithiated N-Boc allylic and benzylic

Claudia Höbartner (984 words) [view diff] exact match in snippet view article find links to article

Höbartner u. a.: Structural basis for Diels-Alder ribozyme-catalyzed carbon-carbon bond formation. In: Nat Struct Mol Biol. Band 12, 2005, S. 218–224. doi:10

Jaqueline Kiplinger (1,486 words) [view diff] exact match in snippet view article find links to article

displayed a novel transformation of an aromatic carbon-fluorine bond to a carbon-carbon bond using tungsten(II), shown below. Additionally, Kiplinger and Richmond

Oxidosqualene cyclase (2,196 words) [view diff] exact match in snippet view article find links to article

which protonates the substrate’s epoxide, setting off a series of carbon-carbon bond formations that form rings. More specifically, this ring closure occurs

Chao-Jun Li (1,308 words) [view diff] case mismatch in snippet view article find links to article

(1993-09-01). "Organic Reactions in Aqueous Media-with a Focus on Carbon-Carbon Bond Formations". Chemical Reviews. 93 (6): 2023–2035. doi:10.1021/cr00022a004

Trifluoroperacetic acid (3,306 words) [view diff] exact match in snippet view article find links to article

190904204100. Hayakawa, Y.; Baba, Y.; Makino, S.; Noyori, R. (1978). "Carbon-carbon bond formation promoted by transition metal carbonyls. 19. General synthesis

Glycolysis (8,782 words) [view diff] exact match in snippet view article find links to article

mechanisms in cleaving the ketose ring. Electrons delocalized in the carbon-carbon bond cleavage associate with the alcohol group. The resulting carbanion

Buchwald–Hartwig amination (3,483 words) [view diff] exact match in snippet view article find links to article

(1999), "Approaches to catalyst discovery. New carbon-heteroatom and carbon-carbon bond formation", Pure Appl. Chem., 71 (8): 1416–1423, doi:10.1351/pac199971081417

Cahn–Ingold–Prelog priority rules (2,838 words) [view diff] exact match in snippet view article find links to article

of symmetry that causes the molecule to rotate around the central carbon–carbon bond. One example is meso-tartaric acid, in which (R,S) is the same as

Meldonium (4,893 words) [view diff] exact match in snippet view article find links to article

(1-methylimidazolidin-4-yl)acetic acid, "an unexpected product with an additional carbon-carbon bond resulting from N-demethylation coupled to oxidative rearrangement

Expanding monomer (2,063 words) [view diff] exact match in snippet view article find links to article

though the change from a van der Waals dinstance (3.4 Å) to a single carbon-carbon bond (1.54 Å) is about 55 %, it been taken in relation with the size of

Fritz Haber (7,279 words) [view diff] exact match in snippet view article find links to article

analyses, Haber was able to establish that "the thermal stability of the carbon-carbon bond is greater than that of the carbon-hydrogen bond in aromatic compounds

Protecting group (6,755 words) [view diff] exact match in snippet view article find links to article

Daimo Chen: "Practical asymmetric syntheses of α-amino acids through carbon-carbon bond constructions on electrophilic glycine templates", in: J. Am. Chem

Living polymerization (4,362 words) [view diff] exact match in snippet view article find links to article

catalyst to couple a Grignard reagent with an organohalide making a new carbon-carbon bond. The mechanism below shows the formation of poly(3-alkylthiophene)

Radical polymerization (5,483 words) [view diff] exact match in snippet view article find links to article

transfer radical polymerization (ATRP): based on the formation of a carbon-carbon bond by atom transfer radical addition. This method, independently discovered

William Lipscomb (5,957 words) [view diff] exact match in snippet view article find links to article

Ethane barrier to rotation about the carbon-carbon bond, first accurately calculated by Pitzer and Lipscomb.

Carbones (2,814 words) [view diff] exact match in snippet view article find links to article

Computational data for a N-methyl-substituted carbodicarbene predicted a carbon-carbon bond with a length only marginally longer than a C=C bond in a typical

Steroid (8,393 words) [view diff] exact match in snippet view article find links to article

and reclosing to a larger or smaller rings)—all variations in the carbon-carbon bond framework—steroids can also vary: in the bond orders within the rings

Methane functionalization (2,164 words) [view diff] exact match in snippet view article find links to article

metal center to regenerate the catalyst and free the newly formed carbon-carbon bond (Figure 11). This route is very successful for higher order alkanes

2-Norbornyl cation (5,919 words) [view diff] exact match in snippet view article find links to article

carbons 1 and 2 was reported as being between typical single and double carbon-carbon bond lengths, which agrees with nonclassical predictions of a bond order

DNA (17,854 words) [view diff] exact match in snippet view article find links to article

RNA-DNA ligation, amino acids phosphorylation-dephosphorylation, carbon-carbon bond formation, etc. DNAzymes can enhance catalytic rate of chemical reactions

P4-t-Bu (1,550 words) [view diff] exact match in snippet view article find links to article

intramolecular cyclization for efficient synthesis of benzofurans via carbon-carbon bond formation", Chem. Commun., no. 35, pp. 5248–5250, doi:10.1039/B913588J

Eicosanoid (9,517 words) [view diff] exact match in snippet view article find links to article

molecular O2 to carbon 15 to yield a 15-hydroperoxy product, creating a carbon-carbon bond between carbons 8 and 12 to create a cyclopentane ring in the middle

Bismuth organometallic chemistry (1,573 words) [view diff] exact match in snippet view article find links to article

Carbon-carbon bond formation catalyzed by bismuth organometallic compounds can proceed through two different mechanisms depending on the rate of the oxidative

Kedarcidin (2,705 words) [view diff] exact match in snippet view article find links to article

C10-epi-kedarcidin chromophore was prepared by the sequential application of three carbon-carbon bond forming reactions, as shown in the retrosynthetic schematic above

Nivalenol (3,557 words) [view diff] exact match in snippet view article find links to article

eliminating the oxygen of the epoxide group resulting in a double carbon-carbon bond between C12 and C13. This double bond is nonpolar and very stable

Bent's rule (4,243 words) [view diff] exact match in snippet view article find links to article

Molecule Average carbon–carbon bond length 1.54 Å 1.50 Å 1.46 Å

Nonmetal (18,715 words) [view diff] exact match in snippet view article find links to article

Benner, Ricardo & Carrigan 2018, pp. 167–168: "The stability of the carbon-carbon bond ... has made it the first choice element to scaffold biomolecules

Aldehyde tag (2,916 words) [view diff] exact match in snippet view article find links to article

biosynthetic pathways and has the major advantage of forming a new carbon-carbon bond. This guarantees long-term stability compared to carbon-heteroatom

N-heterocyclic silylene (4,605 words) [view diff] no match in snippet view article find links to article

the easily synthesized NHSi bridged Pd complex is able to form a carbon carbon bond between phenylboronic acid and o-bromoacetophenone at 88% yield. In

Polyfluoroalkoxyaluminates (2,984 words) [view diff] no match in snippet view article find links to article

(1996-09-03). "LiAl(OC(Ph)(CF3)2)4: A Hydrocarbon-Soluble Catalyst for Carbon−Carbon Bond-Forming Reactions". Organometallics. 15 (18): 3776–3778. doi:10.1021/om9604031

J.W. Niemantsverdriet (2,431 words) [view diff] exact match in snippet view article find links to article

H. O., & Niemantsverdriet, J. W. (2019). Mechanistic insight into carbon-carbon bond formation on cobalt under simulated Fischer-Tropsch synthesis conditions

Tetrakis(trimethylphosphine)tungsten(II) trimethylphospinate hydride (5,991 words) [view diff] case mismatch in snippet view article

Pietro; Carvajal, Maria Angels; Bottoni, Andrea (2011-09-26). "Aromatic Carbon–Carbon Bond Cleavage Using Tungsten Complexes. A DFT Computational Study". Organometallics