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Hydroboration
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significant rate difference in producing di- and tri-alkyl boranes is useful in the synthesis of bulky boranes that can enhance regioselectivity. For trisubstitutedOrganoboron chemistry (2,451 words) [view diff] exact match in snippet view article find links to article
typically, they are organic derivatives of borane (BH3), as in the trialkyl boranes. Organoboranes and -borates enable many chemical transformations in organicJemmis mno rules (1,581 words) [view diff] exact match in snippet view article find links to article
the structures of condensed polyhedral boranes such as B20H16, which are obtained by condensing polyhedral boranes by sharing a triangular face, an edgeDimerization (chemistry) (1,372 words) [view diff] no match in snippet view article
In chemistry, dimerization is the process of joining two identical or similar molecular entities by bonds. The resulting bonds can be either strong orBarton–McCombie deoxygenation (789 words) [view diff] no match in snippet view article find links to article
The Barton–McCombie deoxygenation is an organic reaction in which a hydroxy functional group in an organic compound is replaced by a hydrogen to give anGutmann–Beckett method (973 words) [view diff] exact match in snippet view article find links to article
"frustrated Lewis pairs": facile formation of phosphine-boranes and cationic phosphonium-boranes", Dalton Trans., 2007, 3407–3414. doi: 10.1039/b704417hDiisopinocampheylborane (871 words) [view diff] exact match in snippet view article find links to article
and Brown in a pioneering demonstration of asymmetric synthesis using boranes. The reagent is mainly used for the synthesis of chiral secondary alcoholsWilliam Lipscomb (5,957 words) [view diff] exact match in snippet view article find links to article
structure determination, for new polyborane species and for substituted boranes and carboranes, would be greatly accelerated if the [boron-11] nuclearPhosphine-borane (247 words) [view diff] exact match in snippet view article find links to article
In chemistry, phosphine-boranes are organophosphorus compounds with the formula R3−nHnPBH3. They are Lewis acid-Lewis base adducts derived from organophosphinesMethyldiborane (2,131 words) [view diff] exact match in snippet view article find links to article
of a methyl group substituted for a hydrogen in diborane. As with other boranes it exists in the form of a dimer with a twin hydrogen bridge that usesTetramethyldiborane (1,664 words) [view diff] exact match in snippet view article find links to article
consisting of a methyl group substituted for a hydrogen in borane. As for other boranes it normally exists in the form of a dimer called tetramethyldiborane orNorio Miyaura (1,071 words) [view diff] exact match in snippet view article find links to article
bond-forming reactions) and addition / coupling reactions of diborons and boranes (to synthesize organoboronic acids and esters through B-C bond-formingEnantioselective reduction of ketones (1,406 words) [view diff] exact match in snippet view article find links to article
sodium borohydride, alkoxy borohydrides, alkoxy aluminium hydrides, and boranes. Although stoichiometric chiral reducing agents often afford products withVibration theory of olfaction (3,856 words) [view diff] no match in snippet view article find links to article
The vibration theory of smell proposes that a molecule's smell character is due to its vibrational frequency in the infrared range. This controversialHui Wu (520 words) [view diff] exact match in snippet view article find links to article
materials for fuel cells based on the complex chemistry of amines and boranes. In 1999, Wu completed a dual B.S. in materials science and engineeringAlkyne (2,689 words) [view diff] exact match in snippet view article find links to article
across C≡C is general for silanes, boranes, and related hydrides. The hydroboration of alkynes gives vinylic boranes which oxidize to the correspondingInorganic polymer (863 words) [view diff] exact match in snippet view article find links to article
S. Weller (2015). "The Catalytic Dehydrocoupling of Amine–Boranes and Phosphine–Boranes". Synthesis and Application of Organoboron Compounds. Topics2-Norbornyl cation (5,919 words) [view diff] exact match in snippet view article find links to article
bonds. Similarities can be seen between this cation and others, such as boranes. The nature of bonding in the 2-norbornyl cation was the center of a vigorousCarbonyl allylation (1,018 words) [view diff] exact match in snippet view article find links to article
preformed allyl metal reagents. The approach is well developed using allyl boranes (13) As illustrated by the Keck allylation, catalytic enantioselectiveHydrogen storage (14,154 words) [view diff] exact match in snippet view article find links to article
amine boranes, boron hydride ammoniates, hydrazine-borane complexes, and ammonium octahydrotriborates or tetrahydroborates. Of these, amine boranes (andTris(pentafluorophenyl)borane (1,100 words) [view diff] exact match in snippet view article
H2: (C6F5)3B + PCy3 + H2 → (C6F5)3BH− + HPCy3+ Many related phosphines, boranes, and substrates participate in related reactions. (C6F5)3B was used toSwern oxidation (1,019 words) [view diff] exact match in snippet view article find links to article
J. Jr.; Burkhardt, Elizabeth R.; Matos, Karl (2006). "Safe Handling of Boranes at Scale". Org. Process Res. Dev. 10 (6): 1292–1295. doi:10.1021/op068011lOrganophosphine (1,699 words) [view diff] exact match in snippet view article find links to article
formed from phosphines and borane are useful reagents. These phosphine-boranes are air-stable, but the borane protecting group can be removed by treatmentThree-center bond (72 words) [view diff] exact match in snippet view article find links to article
Three-center two-electron bond, found in electron-deficient compounds such as boranes Three-center four-electron bond, found in hypervalent compounds such asBoroxine (909 words) [view diff] exact match in snippet view article find links to article
temperature reaction of water and elemental boron or reaction of various boranes (B2H6 or B5H9) with O2. It is thermodynamically unstable with respect toTrimethyldiborane (1,352 words) [view diff] exact match in snippet view article find links to article
A gas chromatograph can be used to determine the amounts of the methyl boranes in a mixture. The order they pass through are diborane, monomethyldiboraneDiglyme (508 words) [view diff] exact match in snippet view article find links to article
doi:10.15227/orgsyn.053.0052. Michael W. Rathke; Alan A. Millard (1978). "Boranes in Functionalization of Olefins to Amines: 3-Pinanamine". Organic SynthesesTetrahydrofuran (1,646 words) [view diff] exact match in snippet view article find links to article
basic than diethyl ether and forms stronger complexes with Li+, Mg2+, and boranes. It is a popular solvent for hydroboration reactions and for organometallicHydroboration–oxidation reaction (848 words) [view diff] exact match in snippet view article find links to article
22 (9): 1137. doi:10.1021/jo01360a626. Hawthorne, M. F. (1961). "Amine Boranes. VIII. The Hydroboration of Terminal Olefins, Dienes and Terminal Acetylenes1,1-Dimethyldiborane (1,065 words) [view diff] exact match in snippet view article find links to article
Gas chromatography can be used to determine the amounts of the methyl boranes in a mixture. The order they elute are diborane, monomethyldiborane, trimethylboraneKipp's apparatus (1,332 words) [view diff] exact match in snippet view article find links to article
magnesium germanide Stannanes from stannides, e.g. magnesium stannide Boranes from borides (e.g. tetraborane from magnesium boride, aluminium boridePhosphine oxide (1,456 words) [view diff] exact match in snippet view article find links to article
R3PO + Si3Cl8 → 2 R3P + Si3O2Cl8 Deoxygenation has been effected with boranes and alanes. Phosphoric acids ((RO)2PO2H) catalyze the deoxygenation ofSigma-Aldrich (1,448 words) [view diff] exact match in snippet view article find links to article
1-methyl-3-nitro-1-nitrosoguanidine. 1966 – Aldrich's IPO 1972 – Subsidiary Aldrich-Boranes launched to manufacture hydroboration products 1975 – Merger of Sigma ChemicalTitanium butoxide (635 words) [view diff] exact match in snippet view article find links to article
inorganic hydroxides and peroxides, bases, amines, amides, isocyanates and boranes. It is irritating to skin and eyes, and causes nausea and vomiting if swallowedGeorge C. Pimentel (805 words) [view diff] exact match in snippet view article find links to article
University of California, Berkeley Thesis I. Spectroscopic study of two Boranes / II. Thermocouples involving superconductors (1949) Doctoral advisor KennethHerbert C. Brown (1,391 words) [view diff] exact match in snippet view article find links to article
for producing sodium borohydride (NaBH4), which can be used to produce boranes, compounds of boron and hydrogen. His work led to the discovery of theTuck-in complex (425 words) [view diff] exact match in snippet view article find links to article
Derived from "Tucked-In" Catalyst Precursors and the Highly Electrophilic Boranes". Journal of the American Chemical Society. 119: 5132–5143. doi:10.1021/ja970140hElias James Corey (5,646 words) [view diff] exact match in snippet view article find links to article
ketones to alcohols through an oxazaborolidine catalyst, with various boranes as the stoichiometric reductant. The Corey group first demonstrated theConstrained geometry complex (618 words) [view diff] exact match in snippet view article find links to article
with co-catalysts, e.g. methylaluminoxane (MAO), tris(pentafluorophenyl)boranes, and trityl borates. The catalytic systems based on CGCs, however, display9-Borabicyclo(3.3.1)nonane (392 words) [view diff] exact match in snippet view article
Organoboron chemistry Boron Brown, H. C. (1975). Organic Syntheses via Boranes. New York: John Wiley & Sons. ISBN 0-471-11280-1. Stix, Gary. "The StraightBorylation (3,976 words) [view diff] exact match in snippet view article find links to article
ethers or aryl amines. Organoboron chemistry Reactions of organoborates and boranes Corey–Itsuno reduction Midland Alpine borane reduction Petasis reactionZintl phase (3,711 words) [view diff] exact match in snippet view article find links to article
however the geometries Zintl ions can be well described by Wade’s rules of boranes. Wade’s rules offer an alternative model for the relationship between geometryPinacolborane (446 words) [view diff] exact match in snippet view article find links to article
ISBN 9780470842898. Brown, H.C.; Zaidlewicz, M. (2001). Organic Syntheses Via Boranes, Vol. 2. Milwaukee, WI: Aldrich Chemical Co. ISBN 978-0-9708441-0-1. ElyLewis acids and bases (2,761 words) [view diff] exact match in snippet view article find links to article
polarizable. typical hard acids: H+, alkali/alkaline earth metal cations, boranes, Zn2+ typical soft acids: Ag+, Mo(0), Ni(0), Pt2+ typical hard bases: ammoniaHydrogen compounds (1,492 words) [view diff] exact match in snippet view article find links to article
This function is particularly common in group 13 elements, especially in boranes (boron hydrides) and aluminium complexes, as well as in clustered carboranesSodium borohydride (2,615 words) [view diff] exact match in snippet view article find links to article
1002/047084289X.rs052. ISBN 978-0471936237. Brown, H. C. "Organic Syntheses via Boranes" John Wiley & Sons, Inc. New York: 1975. ISBN 0-471-11280-1. page 260-261Schlenk line (1,115 words) [view diff] exact match in snippet view article find links to article
1021/acs.oprd.8b00151. S2CID 103573742. Brown, H. C. "Organic Syntheses via Boranes" John Wiley & Sons, Inc., New York: 1975. ISBN 0-471-11280-1. Sella, AndreaPhenylboronic acid (882 words) [view diff] exact match in snippet view article find links to article
Soc.: 2171. doi:10.1039/JR9300002171. Brown, H.C. Organic Synthesis via Boranes, Wiley, New York, 1975. ISBN 0471112801 Matteson, D. S. StereodirectedBoran (2,721 words) [view diff] no match in snippet view article find links to article
(10th-Century) and in Michael the Syrian's Chronicle (12th-Century), as Βοράνη(ς) (Boránes) in Theophanes the Confessor's Chronicle (9th-Century), as Բորն (Born)Frederick N. Tebbe (1,423 words) [view diff] exact match in snippet view article find links to article
10B NMR spectroscopy to understand the mechanism of the aggregation of boranes into the homologs B4H10, B5H9, and B5H11. He demonstrated that 10B-enrichedHydroxylamine (2,574 words) [view diff] exact match in snippet view article find links to article
2001. Schupf Computational Chemistry Lab M. W. Rathke A. A. Millard "Boranes in Functionalization of Olefins to Amines: 3-Pinanamine" Organic SynthesesJohn David Kennedy (483 words) [view diff] exact match in snippet view article find links to article
obtained through the introduction of metals and heteroatoms into polyhedral boranes: these "disobedient skeletons", some described as "iso-nido" or "iso-closo"Boranylium ions (2,860 words) [view diff] exact match in snippet view article find links to article
metal-free H2 activation and hydrogenation catalysts. Unlike the neutral boranes typically used in frustrated Lewis pair (FLP) chemistry of this type, boreniumAir-free technique (1,929 words) [view diff] exact match in snippet view article find links to article
1021/acs.oprd.8b00151. S2CID 103573742. Brown, H. C. “Organic Syntheses via Boranes” John Wiley & Sons, Inc. New York: 1975. ISBN 0-471-11280-1. "Freeze-Pump-ThawPhosphinimide ligands (487 words) [view diff] exact match in snippet view article find links to article
; Mallov, Ian; Stephan, Douglas W. (2014). "Phosphinimine-substituted boranes and borenium ions". Dalton Transactions. 43 (40): 15201–15211. doi:10.1039/C4DT02406KConcurrent tandem catalysis (882 words) [view diff] exact match in snippet view article find links to article
out by a second catalyst. This system suffers in practice. Electrophilic boranes activate the chelated nickel catalyst to oligomerize ethylene into α-butyleneHydrogen (12,439 words) [view diff] exact match in snippet view article find links to article
This function is particularly common in group 13 elements, especially in boranes (boron hydrides) and aluminium complexes, as well as in clustered carboranesAlkenylaluminium compounds (1,660 words) [view diff] exact match in snippet view article find links to article
1982, 3327. Negishi, E.-i.; Jadhav, K. P.; Daotien, N. Tetrahedron Lett. 1982, 2085. Brown, H. C. Organic Syntheses via Boranes, Wiley, New York, 1975.X-ray crystallography (11,085 words) [view diff] exact match in snippet view article find links to article
1976 William N. Lipscomb Chemistry "For his studies on the structure of boranes illuminating problems of chemical bonding" 1985 Jerome Karle ChemistryCathleen Crudden (1,138 words) [view diff] exact match in snippet view article find links to article
identify an enantiospecific Suzuki-Miyaura cross-coupling reaction of chiral boranes. In 2014 she designed more stable nitrogen-based self-assembled monolayerZirconocene bis(trimethylsilyl)acetylene pyridine (1,923 words) [view diff] exact match in snippet view article
Rosenthal reagent reactivity, demonstrating its reaction with bis(alkylnyl)boranes in an attempt to create compounds capable of activating small moleculesBoron neutron capture therapeutics (2,248 words) [view diff] exact match in snippet view article find links to article
Miller, N. E.; Muetterties, E. L. (1964). "Chemistry of Boranes. XX. Syntheses of Polyhedral Boranes". Inorganic Chemistry. 3 (10): 1456–1463. doi:10.1021/ic50020a026Allotropes of boron (3,225 words) [view diff] exact match in snippet view article find links to article
Pancharatna, P.D. (2001). "A Unifying Electron-Counting Rule for Macropolyhedral Boranes, Metallaboranes, and Metallocenes". J. Am. Chem. Soc. 123 (18): 4313–4323Carboboration (1,638 words) [view diff] exact match in snippet view article find links to article
Lewis acid. Boranes which are stronger Lewis acids are better electrophiles and therefore better able to facilitate carboboration. Boranes can be optimizedHydroxylamine-O-sulfonic acid (1,591 words) [view diff] exact match in snippet view article find links to article
doi:10.1002/zaac.19251470115. Rathke, Michael W.; Millard, Alan A. (1978). "Boranes in functionalization of olefins to amines: 3-Pinanamine (Bicyclo[3.1.1]heptan-3-amineMaya Inchikyan (368 words) [view diff] exact match in snippet view article find links to article
halogen). Among her patents are: Method for producing dialkylaminodi(alkyl)boranes, Method for producing mixed formals, Method for producing triphenyl orBorepin (2,457 words) [view diff] exact match in snippet view article find links to article
utilize borepins as potential anion sensors. In the past, tri-coordinate boranes have been used to detect anions like fluoride, cyanide, and even ammoniaEthylene oxide (11,529 words) [view diff] exact match in snippet view article find links to article
ethanol in the presence of a catalyst, such as nickel, platinum, palladium, boranes, lithium aluminium hydride and some other hydrides. ( CH 2 CH 2 ) O + HList of Alpha Chi Sigma members (773 words) [view diff] exact match in snippet view article find links to article
Lipscomb, Alpha Gamma 1939 (1976), "for his studies on the structure of boranes illuminating problems of chemical bonding" Alan MacDiarmid, Alpha 1951N-Heterocyclic carbene boryl anion (2,450 words) [view diff] exact match in snippet view article find links to article
Structure and Photophysics in Pyrene- and Benzene-Fused N-Heterocyclic Boranes". Chemistry: A European Journal. 26 (44): 10072–10082. doi:10.1002/chemBorylene (2,851 words) [view diff] exact match in snippet view article find links to article
generated via reduction of an organoborane dichloride, but photolysis of other boranes can also afford short-lived borylene species. As might be expected, calculationsGroup 13/15 multiple bonds (3,100 words) [view diff] exact match in snippet view article find links to article
Amy N.; Cowley, Michael J. (2016-03-15). "Base-Stabilized Phosphinidene Boranes by Silylium-Ion Abstraction". Chemistry - A European Journal. 22 (18):Timeline of crystallography (13,668 words) [view diff] exact match in snippet view article find links to article
won the Nobel Prize in Chemistry “for his studies on the structure of boranes illuminating problems of chemical bonding.” 1978 - Stephen C. HarrisonList of California Institute of Technology people (14,260 words) [view diff] exact match in snippet view article find links to article
Nobel laureate in chemistry (1976) "for his studies on the structure of boranes illuminating problems of chemical bonding" James Mayer, PhD 1982; CharlotteSilicon compounds (5,607 words) [view diff] exact match in snippet view article find links to article
as contaminants of his focus, the boron hydrides. The names silanes and boranes are his, based on analogy with the alkanes. The Moissan and Smiles methodList of American Nobel laureates (187 words) [view diff] exact match in snippet view article find links to article
William Lipscomb Cleveland, Ohio, US "for his studies on the structure of boranes illuminating problems of chemical bonding" 1974 Paul J. Flory Sterling