Complexes of borane and N-heterocyclic carbenes: a new class of radical hydrogen atom donor
- PMID: 18611014
- DOI: 10.1021/ja804150k
Complexes of borane and N-heterocyclic carbenes: a new class of radical hydrogen atom donor
Abstract
Calculations suggest that complexes of borane with N-heterocyclic carbenes (NHC) have B-H bond dissocation energies more then 20 kcal/mol less than free borane, diborane, borane-THF, and related complexes. Values are in the range of popular radical hydrogen atom donors like tin hydrides (70-80 kcal/mol). The resulting prediction that NHC borane complexes could be used as radical hydrogen atom donors was verified by radical deoxygenations of xanthates by using either AIBN or triethylborane as initiator.
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