Gold Redox Catalysis with a Selenium Cation as a Mild Oxidant

Jin Wang, Chiyu Wei, Xuming Li, Pengyi Zhao, Chuan Shan, Lukasz Wojtas, Hao Chen, Xiaodong Shi

Research output: Contribution to journalArticlepeer-review

3 Scopus citations

Abstract

Gold-catalyzed alkyne and allene diselenations were developed. Excellent regioselectivity (trans) and good to excellent yields were achieved (up to 98 % with 2 % catalyst loading) with a wide range of substrates. Mechanistic investigation revealed the formation of a vinyl gold(I) intermediate followed by an intermolecular selenium cation migration, suggesting that a gold(I/III) redox process was successfully implemented under mild conditions.

Original languageEnglish (US)
Pages (from-to)5946-5950
Number of pages5
JournalChemistry - A European Journal
Volume26
Issue number27
DOIs
StatePublished - May 12 2020

All Science Journal Classification (ASJC) codes

  • Catalysis
  • Organic Chemistry

Keywords

  • alkyne
  • allene
  • diselenation
  • gold redox catalysis
  • mild oxidant

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