In organic chemistry, hydroboration refers to the addition of a hydrogen-boron bond to certain double and triple bonds involving carbon (C=C, C=N, C=O...
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Hydroboration–oxidation reaction is a two-step hydration reaction that converts an alkene into an alcohol. The process results in the syn addition of...
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In chemistry, metal-catalysed hydroboration is a reaction used in organic synthesis. It is one of several examples of homogeneous catalysis. In 1975,...
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It is a colorless waxy solid that is used in organic synthesis for hydroboration–oxidation reactions. Like most dialkyl boron hydrides, it has a dimeric...
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many chemical transformations in organic chemistry — most importantly, hydroboration and carboboration. Most reactions transfer a nucleophilic boron substituent...
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Diborane (section Hydroboration)
ammonia borane as byproduct. The ratio depends on the conditions. In the hydroboration reaction, diborane also reacts readily with alkenes to form trialkylboranes...
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Diborane reacts with alkenes to give alkylboranes, a process known as hydroboration: B2H6 + 2 CH2=CHR → 2 BH2(CH2CH2R) B2H6 + 4 CH2=CHR → 2 BH(CH2CH2R)2...
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borane–tetrahydrofuran may also be used. Hydroboration can be coupled with oxidation to give the hydroboration-oxidation reaction. In this reaction, the...
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Diisopinocampheylborane (section Hydroboration)
with B-H-B bridges. Diisopinocampheylborane was originally prepared by hydroboration of excess α-pinene with borane, but it is now more commonly generated...
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Allylic strain (section Hydroboration reaction)
align anti or outside of the orbitals depending on the reaction. The hydroboration reaction is a useful reaction to functionalize alkenes to alcohols....
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organoborane compound. This colourless solid is used in organic chemistry as a hydroboration reagent. The compound exists as a hydride-bridged dimer, which easily...
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and, less rapidly, alkynes. Pinacolborane also affects catalyst-free hydroboration of aldehydes, ketones, and carboxylic acids. Pinacolborane is used in...
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be oxidized to form an alcohol. This two-step reaction is now called hydroboration-oxidation and is a reaction that converts alkenes into anti-Markovnikov...
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substitution with acids is not possible. In this case, one has to use the hydroboration–oxidation reaction, wherein the first step, the boron atom acts as electrophile...
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known and many are useful in organic synthesis. Many are produced from hydroboration, which employs diborane, B2H6, a simple borane chemical, or carboboration...
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Boron hydride clusters (section Hydroboration)
behavior of diborane and its adducts, higher boranes participate in hydroboration. When boron hydrides add an alkyne, the carbon becomes incorporated...
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Germanium(II) hydrides (section Hydroboration)
reported acyclic amido germylene hydride was found to catalyze the hydroboration of a variety of aldehydes and ketones with the mild borane reagent HBpin...
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These solutions, which are colorless, are used for reductions and hydroboration, reactions that are useful in synthesis of organic compounds. The use...
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secondary alcohol via alkene reduction and hydration is shown: The hydroboration-oxidation and oxymercuration-reduction of alkenes are more reliable...
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complexes with Li+, Mg2+, and boranes. It is a popular solvent for hydroboration reactions and for organometallic compounds such as organolithium and...
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Borane dimethylsulfide (section Hydroborations)
molecule (S(CH3)2). It is a complexed borane reagent that is used for hydroborations and reductions. The advantages of BMS over other borane reagents, such...
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boron carbonitride ceramics from the borazine derivative copolymer via hydroboration". Inorganic Chemistry. 43 (16): 4796–8. doi:10.1021/ic035254a. PMID 15285647...
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of isomers. Another notable example of anti-Markovnikov addition is hydroboration. Zaitsev's rule Hofmann's rule W. Markownikoff (1870). "Ueber die Abhängigkeit...
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catalyst and a base. The organoboron species is usually synthesized by hydroboration or carboboration, allowing for rapid generation of molecular complexity...
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hydrofunctionalization reactions including hydroacylation, hydroboration, and hydrosilylation of alkenes. Hydroborations have been studied with catecholborane and pinacolborane...
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Boranylium ions (section Hydroboration)
drive the trans-hydroboration of alkynes. In 2016, McGough et al. were able to successfully accomplish metal-free trans-hydroboration with a variety of...
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addition with same regiospecificity as a direct hydration reaction. Alkene hydroboration-oxidation Stereospecific: Can only be syn addition – hydrogen and hydroxyl...
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it is a rare, easily accessed monoalkylborane. It is produced by the hydroboration of tetramethylethylene: B2H6 + 2 Me2C=CMe2 → [Me2CHCMe2BH2]2 Thexylborane...
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across C≡C is general for silanes, boranes, and related hydrides. The hydroboration of alkynes gives vinylic boranes which oxidize to the corresponding...
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Criegee rearrangement reactions, and also the oxidation step of the hydroboration–oxidation process. In 2009, an acidified bentonite clay was proven to...
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