Premium
Facilitating Gold Redox Catalysis with Electrochemistry: An Efficient Chemical‐Oxidant‐Free Approach
Author(s) -
Ye Xiaohan,
Zhao Pengyi,
Zhang Shuyao,
Zhang Yanbin,
Wang Qilin,
Shan Chuan,
Wojtas Lukasz,
Guo Hao,
Chen Hao,
Shi Xiaodong
Publication year - 2019
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.201909082
Subject(s) - redox , electrochemistry , chemistry , catalysis , stoichiometry , combinatorial chemistry , conjugated system , oxidative coupling of methane , half reaction , anode , photochemistry , inorganic chemistry , organic chemistry , electrode , polymer
Abstract Due to the high oxidation potential between Au I and Au III , 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 Au I to Au III 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.