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Gold Redox Catalysis with a Selenium Cation as a Mild Oxidant
Author(s) -
Wang Jin,
Wei Chiyu,
Li Xuming,
Zhao Pengyi,
Shan Chuan,
Wojtas Lukasz,
Chen Hao,
Shi Xiaodong
Publication year - 2020
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.202000166
Subject(s) - redox , regioselectivity , catalysis , chemistry , selenium , allene , alkyne , photochemistry , intermolecular force , combinatorial chemistry , inorganic chemistry , organic chemistry , molecule
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.