Facilitating Gold Redox Catalysis with Electrochemistry: An Efficient Chemical-Oxidant-Free Approach

Xiaohan Ye, Pengyi Zhao, Shuyao Zhang, Yanbin Zhang, Qilin Wang, Chuan Shan, Lukasz Wojtas, Hao Guo, Hao Chen, Xiaodong Shi

Research output: Contribution to journalArticlepeer-review

20 Scopus citations

Abstract

Due to the high oxidation potential between AuI and AuIII, gold redox catalysis requires at least stoichiometric amounts of a strong oxidant. We herein report the first example of an electrochemical approach in promoting gold-catalyzed oxidative coupling of terminal alkynes. Oxidation of AuI to AuIII was successfully achieved through anode oxidation, which enabled facile access to either symmetrical or unsymmetrical conjugated diynes through homo-coupling or cross-coupling. This report extends the reaction scope of this transformation to substrates that are not compatible with strong chemical oxidants and potentiates the versatility of gold redox chemistry through the utilization of electrochemical oxidative conditions.

Original languageEnglish (US)
Pages (from-to)17226-17230
Number of pages5
JournalAngewandte Chemie - International Edition
Volume58
Issue number48
DOIs
StatePublished - Nov 25 2019

All Science Journal Classification (ASJC) codes

  • Catalysis
  • Chemistry(all)

Keywords

  • 1,3-diynes
  • electrochemistry
  • gold
  • oxidative coupling
  • redox catalysis

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