Recent advance in carbocation-catalyzed reactions

作     者：Wei Xiao Jie Wu Wei Xiao;Jie Wu

作者机构：School of Pharmaceutical and Materials Engineering&Institute for Advanced StudiesTaizhou UniversityTaizhou 318000China State Key Laboratory of Organometallic ChemistryShanghai Institute of Organic ChemistryChinese Academy of SciencesShanghai 200032China School of Chemistry and Chemical EngineeringHenan Normal UniversityXinxiang 453007China 

出 版 物：《Chinese Chemical Letters》 (中国化学快报（英文版）)

年 卷 期：2023年第34卷第2期

页      面：18-32页

核心收录：

学科分类：081705[工学-工业催化] 08[工学] 0817[工学-化学工程与技术] 0703[理学-化学] 

基　　金：Financial support from National Natural Science Foundation of China (No. 21871053) the Leading Innovative and Entrepreneur Team Introduction Program of Zhejiang (No. 2019R01005) the Open Research Fund of School of Chemistry and Chemical Engineering, Henan Normal University (No. 2020ZD04) is gratefully acknowledged。 

主　　题：Carbocation Lewis acid Photoredox catalysis Tropylium cation Trityl cation 

摘      要：Carbocations such as tropylium and trityl cation, can be stable enough to be isolated and used without inert conditions. They can act as Lewis acids to lower the LUMO of electrophile, thus promoting reactions with nucleophiles. Additionally, the interaction between carbocations and alcohols can form Bronsted acids with enhanced acidity. Furthermore, electrophoto activation of TAC^(+)(trisaminocyclopropenium ion)delivers the excited radical dication TAC·^(2+*), which is a strong oxidant and capable of oxidizing a range of challenging substrates. Moreover,^(n)Pr-DMQA^(+) is disclosed as a versatile photoredox catalyst as its excited state can be quenched through both oxidation and reduction. This review summarizes recent advance in carbocation-catalyzed reactions. These developed methods provide an environmentally friendly pathway for the synthesis of valuable compounds and will inspire chemists to discover more interesting transformations promoted by carbocations.