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Paired Oxidative and Reductive Catalysis: Breaking the Potential Barrier of Electrochemical C(sp <sup>3</sup> )−H Alkenylation**

Long Zou, Xiaofan Wang, Siqi Xiang, Weipeng Zheng, Qingquan Lu

2023Angewandte Chemie International Edition64 citationsDOIOpen Access PDF

Abstract

)-H functionalization. Herein, a paired electrocatalysis strategy was developed by integrating oxidative catalysis with reductive catalysis in one cell without interference, in which earth-abundant iron and nickel are employed as the anodic and cathodic catalysts, respectively. This approach lowers the previously high oxidation potential required for alkane activation, enabling electrochemical alkane functionalization at the ultra-low oxidation potential of ≈0.25 V vs. Ag/AgCl under mild conditions. Structurally diverse alkenes, including challenging all-carbon tetrasubstituted olefins, can be accessed using readily available alkenyl electrophiles.

Topics & Concepts

CatalysisElectrocatalystElectrophileChemistryElectrochemistryAlkaneSurface modificationReductive eliminationCombinatorial chemistryPhotochemistryOrganic chemistryElectrodePhysical chemistryCatalytic C–H Functionalization MethodsRadical Photochemical ReactionsOxidative Organic Chemistry Reactions
Paired Oxidative and Reductive Catalysis: Breaking the Potential Barrier of Electrochemical C(sp <sup>3</sup> )−H Alkenylation** | Litcius