Electrochemical Umpolung Enabled Radical-Radical Cross-Coupling Between Electron-Deficient Methylarenes and Aldehydes  

作　　者：Fei Lian Kun Xu Chengchu Zeng 

机构地区：[1]Faculty of Environment and Life,Beijing University of Technology,Beijing 100124

出　　处：《CCS Chemistry》2023年第9期1973-1981,共9页中国化学会会刊（英文）

基　　金：the National Natural Science Foundation of China(grant nos.22271009 and 22171015);Beijing Natural Science Foundation(grant no.2222003);Beijing Municipal Education Committee Project(grant nos.KZ202110005003 and KM202110005006).

摘　　要：The electrochemical utilization of electron-deficient methylarenes for radical-radical cross-couplings remains very rare.Enabled by an umpolung strategy,the unprecedented electrochemical cross-coupling of electron-deficient methylarenes with aldehydes was developed.The paired electrolysis simultaneously generated electron-deficient benzylic radicals and ketyl radicals at both electrodes,which then underwent radical recombination,governed by polarity matching and persistent-radical effect(PRE)to afford functionalized alcohols that are not easily accessible by other methods.This protocol features catalystand external redox agent-free conditions and a formal 100%atom economy.Mechanistic studies support the radical-radical cross-coupling pathway.

关 键 词：paired electrolysis ketyl radical UMPOLUNG radical-radical cross-coupling methylarene ALDEHYDE 

分 类 号：O62[理学—有机化学]