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Light‐Promoted Nickel Catalysis: Etherification of Aryl Electrophiles with Alcohols Catalyzed by a Ni II ‐Aryl Complex
Author(s) -
Yang Liu,
Lu HuanHuan,
Lai ChuHui,
Li Gang,
Zhang Wei,
Cao Rui,
Liu Fengyi,
Wang Chao,
Xiao Jianliang,
Xue Dong
Publication year - 2020
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.202003359
Subject(s) - aryl , electrophile , catalysis , chemistry , nickel , intramolecular force , amine gas treating , medicinal chemistry , catalytic cycle , organic chemistry , photochemistry , alkyl
A highly effective C−O coupling reaction of (hetero)aryl electrophiles with primary and secondary alcohols is reported. Catalyzed by a Ni II ‐aryl complex under long‐wave UV (390–395 nm) irradiation in the presence of a soluble amine base without any additional photosensitizer, the reaction enables the etherification of aryl bromides and aryl chlorides as well as sulfonates with a wide range of primary and secondary aliphatic alcohols, affording synthetically important ethers. Intramolecular C−O coupling is also possible. The reaction appears to proceed via a Ni I –Ni III catalytic cycle.
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