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Borane–tetrahydrofuran is an adduct derived from borane and tetrahydrofuran (THF). These solutions, which are colorless, are used for reductions and hydroboration, reactions that are useful in synthesis of organic compounds. A common alternative to BHF•THF is borane–dimethylsulfide, which has a longer shelf life and effects similar ...
Hydroboration–oxidation reaction is a two-step hydration reaction that converts an alkene into an alcohol. [1] The process results in the syn addition of a hydrogen and a hydroxyl group where the double bond had been.
A good example is the formation of adducts between the Lewis acid borane and the oxygen atom in the Lewis bases, tetrahydrofuran (THF): BH 3 ·O(CH 2) 4 or diethyl ether: BH 3 ·O(CH 3 CH 2) 2. Many Lewis acids and Lewis bases reacting in the gas phase or in non-aqueous solvents to form adducts have been examined in the ECW model . [ 3 ]
Hydroboration proceeds via a four-membered transition state: the hydrogen and the boron atoms added on the same face of the double bond. Granted that the mechanism is concerted, the formation of the C-B bond proceeds slightly faster than the formation of the C-H bond.
Ammonia borane (also systematically named ammoniotrihydroborate [citation needed]), also called borazane, is the chemical compound with the formula H 3 NBH 3.The colourless or white solid is the simplest molecular boron-nitrogen-hydride compound.
Mechanism of CBS reduction The first step of the mechanism involves the coordination of BH 3 to the nitrogen atom of the oxazaborolidine CBS catalyst 1 . This coordination serves to activate the BH 3 as a hydride donor and to enhance the Lewis acidity of the catalyst's endocyclic boron. [ 5 ]
Molecular species BH 3 is a very strong Lewis acid.It can be isolated in the form of various adducts, such as borane carbonyl, BH 3 (CO). [11]Molecular BH 3 is believed to be a reaction intermediate in the pyrolysis of diborane to produce higher boranes: [5]
It is a colorless or white liquid but is typically marketed and used as a THF solution. [2] The related reducing agent sodium triethylborohydride is commercially available as toluene solutions. LiBHEt 3 is a stronger reducing agent than lithium borohydride and lithium aluminium hydride .