Disulfide-catalyzed visible-light-mediated oxidative cleavage of C=C Bonds and evidence of an olefin–disulfide charge-transfer complex

Y. Deng, H. Wang, X. Wei, Y. Sun, T. Noël, X. Wang

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69 Citations (Scopus)
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Abstract

A photocatalytic method for the aerobic oxidative cleavage of C=C bonds has been developed. Electron-rich aromatic disulfides were employed as photocatalyst. Upon visible-light irradiation, typical mono- and multi-substituted aromatic olefins could be converted into ketones and aldehydes at ambient temperature. Experimental and computational studies suggest that a disulfide–olefin charge-transfer complex is possibly responsible for the unconventional dissociation of S−S bond under visible light.

Original languageEnglish
Pages (from-to)832-836
Number of pages5
JournalAngewandte Chemie - International Edition
Volume56
Issue number3
Early online date9 Dec 2016
DOIs
Publication statusPublished - 16 Jan 2017

Keywords

  • disulfide catalysts
  • donor–acceptor complexes
  • olefin oxidation
  • organocatalysis
  • visible-light photocatalysis

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