Manganaelectro-Catalyzed Azine C–H Arylations and C–H Alkylations by Assistance of Weakly Coordinating Amides
Leonardo Massignan, Cuiju Zhu, Xiaoyan Hou, João C. A. Oliveira, Aude Salamé, Lutz Ackermann
Abstract
Oxidative C–H functionalization has faced considerable limitations by the need for stoichiometric amounts of chemical oxidants. In sharp contrast, we herein present the merger of electrosynthesis with non-toxic manganese catalysis for oxidative C–H arylations and C–H alkylations with electricity as the terminal oxidant. Mechanistic experimental studies as well as cyclic voltammetry and scanning electron microscopy analysis were suggestive of an initial fast C–H activation. Computational studies highlighted the unique features of manganaelectro-catalyzed C–H arylations for the use of monodentate benzamides, contrasting with ferraelectrocatalysis that remains limited to strongly coordinating N,N-bidentate directing groups.