4.6 Article

Metal-Free Reduction of Phosphine Oxides, Sulfoxides, and N-Oxides with Hydrosilanes using a Borinic Acid Precatalyst

Journal

CHEMCATCHEM
Volume 9, Issue 24, Pages 4460-4464

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/cctc.201700986

Keywords

boron; hydrosilanes; oxides; reaction mechanisms; reduction

Funding

  1. Centre National de la Recherche Scientifique (CNRS)
  2. Conseil Regional de Normandie
  3. European FEDER
  4. Normandie Universite, Labex Synorg [ANR-11-LABX-0029]

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The general reduction of phosphine oxides, sulfoxides, and amine N-oxides was achieved by combining bis(2-chlorophenyl)borinic acid with phenylsilane. The reaction was shown to tolerate a wide range of substrates and could be performed under mild conditions, with only 2.5 mol% of the easily synthesized catalyst. Mechanistic investigations pointed to a key borohydride as the real catalyst and at bis(2-chlorophenyl)borinic acid as a precatalyst.

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