Triaryl Carbenium Ion Pair Mediated Electrocatalytic Benzylic C−H Oxygenation in Air

作者：Zhenguo Zhang, Yongheng Lv, Liang Ji, Peng Chen, Shuyan Han, Yufei Zhu, Lanyang Li, Zhenhua Jia, Teck‐Peng Loh · 发表于：Angewandte Chemie International Edition · 年份：2024 · DOI：10.1002/anie.202406588 · 被引用次数：29 · 研究领域：Catalytic C–H Functionalization Methods、Radical Photochemical Reactions、Oxidative Organic Chemistry Reactions

Abstract The selective oxidation of benzylic C−H bonds is a pivotal transformation in organic synthesis. Undoubtedly, achieving efficient and highly selective aerobic oxidation of methylarenes to benzaldehydes has been highly challenging due to the propensity of benzaldehyde to undergo overoxidation under typical aerobic conditions. Herein, we propose an innovative approach to address this issue by leveraging electrocatalytic processes, facilitated by ion‐pair mediators [Ph 3 C] + [B(C 6 F 5 ) 4 ] − . By harnessing the power of electrochemistry, we successfully demonstrated the effectiveness of our strategy, which enables the selective oxidation of benzylic C−H bonds in benzylic molecules and toluene derivatives. Notably, our approach exhibited high efficiency, excellent selectivity, and compatibility with various functional groups, underscoring the broad applicability of our methodology.