4.6 Article

C-F Bond Activation by Silylium Cation/Phosphine Frustrated Lewis Pairs: Mono-Hydrodefluorination of PhCF3, PhCF2H and Ph2CF2

Journal

CHEMISTRY-A EUROPEAN JOURNAL
Volume 23, Issue 70, Pages 17692-17696

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.201705276

Keywords

CF bond activation; fluorination; fluorine; silicon; silylium cations

Funding

  1. NSERC of Canada
  2. Deutsche Forschungsgemeinschaft
  3. TU Berlin
  4. Canada Research Chair

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Single defluorination of aryl polyfluoromethyl functionalities is achieved by both intra- and intermolecular silylium cation/phosphine Lewis pairs. Phosphine-captured aryl fluoromethyl cations are then treated with Bronsted base to complete the first mono-hydrodefluorinations of PhCF3, Ph2CF2, and PhCF2.

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