4.5 Article

Fluoroalkylselenolation of Alkyl Silanes/Trifluoroborates under Metal-Free Visible-Light Photoredox Catalysis

Journal

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
Volume 2020, Issue 10, Pages 1559-1566

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.201901063

Keywords

Trifluoromethylselenolation; Acridinium; Photochemistry; Alkylsilanes; Potassium alkyltrifluoroborates; Reaction mechanisms

Funding

  1. la region Rhone Alpes
  2. federation RENARD
  3. Departement de Chimie Moleculaire, Universite Grenoble Alpes
  4. CNRS, ICBMS (UMR 5246), ICL (Institut de Chimie de Lyon)
  5. French Fluorine Network

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Herein a metal-free fluoroalkylselenolation of alkylsilanes as well as potassium alkyltrifluoroborates under visible light photocatalysis is disclosed. The developed methodologies are performed under mild conditions, room temperature in the presence of an organic photocatalyst and blue LED irradiation. Mechanistic investigations including luminescence and EPR spectroscopy allow us to shed light on both mechanisms.

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