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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

    Research output: Contribution to journalArticleAcademicpeer-review

    1004 Downloads (Pure)

    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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