Publication | Closed Access
Light‐Promoted Nickel Catalysis: Etherification of Aryl Electrophiles with Alcohols Catalyzed by a Ni<sup>II</sup>‐Aryl Complex
19
Citations
58
References
2020
Year
Chemical EngineeringCross-coupling ReactionEngineeringPhotoredox ProcessPhotochemistryCatalytic SynthesisSynthetic PhotochemistryOrganic ChemistryPhotocatalysisOrganometallic CatalysisCatalysisNickel CatalysisChemistryMolecular CatalysisAlcohols CatalyzedAryl ElectrophilesSecondary Aliphatic AlcoholsEffective C−o
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.
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