Linking Borane with N-Heterocyclic Carbenes: Effective Hydrogen-Atom Donors for Radical Reactions
✍ Scribed by John C. Walton
- Publisher
- John Wiley and Sons
- Year
- 2009
- Tongue
- English
- Weight
- 248 KB
- Volume
- 48
- Category
- Article
- ISSN
- 0044-8249
No coin nor oath required. For personal study only.
✦ Synopsis
Abstract
Undue influence: N‐heterocyclic carbenes (NHCs) were found to reduce the strength of the BH bonds of borane by a surprisingly large amount upon the formation of NHC–BH~3~ complexes. This property was exploited in the development of a suite of NHC–borane complexes for the reduction of xanthates in radical‐mediated Barton–McCombie‐type deoxygenation reactions (see scheme). AIBN=azobisisobutyronitrile, Bn=benzyl.magnified image
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