Light‐Promoted Nickel Catalysis: Etherification of Aryl Electrophiles with Alcohols Catalyzed by a Ni<sup>II</sup>‐Aryl Complex
Liu Yang, Huan‐Huan Lu, Chu‐Hui Lai, Gang Li, Wei Zhang, Rui Cao, Fengyi Liu, Chao Wang, Jianliang Xiao, Dong Xue
Abstract
Abstract 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.
Topics & Concepts
ArylElectrophileCatalysisChemistryNickelIntramolecular forceAmine gas treatingCoupling reactionCatalytic cyclePhotochemistryOrganic chemistryMedicinal chemistryAlkylSulfur-Based Synthesis TechniquesCatalytic Cross-Coupling ReactionsRadical Photochemical Reactions