Pinacolborane is the borane with the formula (CH3)4C2O2BH. Often pinacolborane is abbreviated HBpin.[
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Use in organic synthesis
In the presence of catalysts, pinacolborane hydroboration alkenes and, less rapidly, alkynes.
Pinacolborane also affects catalyst-free hydroboration of aldehydes,
Pinacolborane is used in borylation, a form of C-H activation.
Dehydrogenation of pinacolborane affords dipinacolatodiborane (B2pin2):
- 2(CH3)4C2O2BH → (CH3)4C2O2B-BO2C2(CH3)4 + H2
Related compounds
