4.4 Article

Single-Electron-Transfer Oxidation of Trifluoroborates and Silicates with Organic Reagents: A Comparative Study

Journal

SYNLETT
Volume 27, Issue 5, Pages 731-735

Publisher

GEORG THIEME VERLAG KG
DOI: 10.1055/s-0035-1561337

Keywords

radicals; dyes; photocatalysis; trifluoroborates; silicates; single-electron transfer; oxidation

Funding

  1. CNRS
  2. UPMC
  3. UHA
  4. IUF
  5. MSER
  6. ANR CREDOX
  7. LABEX MiChem [ANR-11-IDEX-0004-02]
  8. La Region Martinique
  9. ANR NHCX [11-BS07-008]
  10. COST Action [CM1201]

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In this report, the single-electron-transfer oxidation of alkyl trifluoroborates and silicates has been studied. Different types of oxidation reagents have been examined, focusing on organic oxidants and particularly the use of dyes in photocatalytic oxidations. Both trifluoroborates and silicates could provide C-centered radicals when using a tritylium salt or the Ledwith-Weitz aminium salt. Photocatalysis with the Fukuzumi reagent suggested that trifluoroborates are more easily oxidized than biscatecholato silicates under these conditions.

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