Electro-reductive carboxylation of acyclic C(sp^(3))–C(sp^(3))bonds in aromatic hydrocarbons with CO_(2)  

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作  者:Chuan-Kun Ran Quan Qu Yang-Yi Tao Yi-Fei Chen Li-Li Liao Jian-Heng Ye Da-Gang Yu 

机构地区:[1]Key Laboratory of Green Chemistry&Technology of Ministry of Education,College of Chemistry,Sichuan University,Chengdu 610064,China [2]West China School of Public Health and West China Fourth Hospital,Sichuan University,Chengdu 610064,China

出  处:《Science China Chemistry》2024年第10期3366-3372,共7页中国科学(化学英文版)

基  金:supported by the National Natural Science Foundation of China(22225106,22201027);the Fundamental Research Funds for the Central Universities。

摘  要:Despite the recent advances in the selective functionalization of C–C bonds in specific substrates,cleavage and functionalization of C–C bonds in acyclic substrates,such as ethane derivatives,remains challenging.In contrast to the well-developed functionalization of one carbon fragment after C–C bond cleavage,herein,we report a novel electro-reductive carboxylation of C(sp^(3))–C(sp^(3))bond in multi-aryl ethanes with carbon dioxide(CO_(2))by utilizing both carbon fragments.Thus,this reaction exhibits an atom-,step-economic approach for the synthesis of carboxylic acids,fulfilling principal aspirations of organic synthesis.Moreover,this method features mild reaction conditions,broad substrate scope,and good functional group tolerance.Symmetric and asymmetric substrates bearing primary,secondary,or tertiary C(sp^(3))–C(sp^(3))bonds are all amenable to this strategy,enabling one or two structurally different carboxylic acids to be facilely constructed at the same time.Mechanistic investigations indicate that carbanions might be the key intermediates in this reaction,which could be captured by CO_(2)efficiently.

关 键 词:carbon dioxide electrochemistry C(sp^(3))–C(sp^(3))bonds cleavage reductive carboxylation 

分 类 号:O621.25[理学—有机化学]

 

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