borane

(noun)

Any binary compound of boron and hydrogen.

Related Terms

  • pyrophoric
  • diamagnetic

Examples of borane in the following topics:

  • Boranes: Boron-Hydrogen Compounds

    • Boranes are chemical compounds of boron and hydrogen.
    • Boranes are all colorless and diamagnetic.
    • closo− There is no known neutral closo borane.
    • Boranes can act as ligands in coordination compounds.
    • Boranes can react to form hetero-boranes (e.g., carboranes or metalloboranes), clusters that contain boron and metal atoms.
  • Addition of Lewis Acids (Electrophilic Reagents)

    • Addition of hydroperoxide anion to the electrophilic borane generates a tetra-coordinate boron peroxide, having the general formula R3B-O-OH(-).
    • The addition of borane, BH3, requires additional comment.
    • Also, all three hydrogens in borane are potentially reactive, so that the alkyl borane product from the first addition may serve as the hydroboration reagent for two additional alkene molecules.
  • Hydroboration Reactions and Oxidations

    • The resulting dialkyl borane is called disiamylborane, a contraction of di-secondary-isoamylborane (amyl is an old name for pentyl).
  • Trihalides: Boron-Halogen Compounds

    • The mechanism of ether dealkylation proceeds via the formation of a complex between the boron center and the ether oxygen followed by the elimination of an alkyl bromide to yield a dibromo(organo)borane.
    • The dibromo(organo)borane can then undergo hydrolysis to give a hydroxyl group, boric acid, and hydrogen bromide as products.
  • Hydroboration

    • One way of accomplishing this is use an enantiomerically pure chiral alkyl borane reagent for the hydroboration step.
  • An Introduction to Synthesis

    • Alkenes, for example, may be converted to structurally similar alkanes, alcohols, alkyl halides, epoxides, glycols and boranes; cleaved to smaller aldehydes, ketones and carboxylic acids; and enlarged by carbocation and radical additions as well as cycloadditions.
  • Irreversible Addition Reactions

    • Before leaving this topic it should be noted that diborane, B2H6, a gas that was used in ether solution to prepare alkyl boranes from alkenes, also reduces many carbonyl groups.
  • Models for Addition to Acyclic Substrates

    • Remarkably, if this ketone is reduced by the bulky borane reagent, disiamylborane (C5H11)2BH, the diastereoselectivity is reversed, with isomer B being formed in 82% de.
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