Recent advance in carbocation-catalyzed reactions  

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作  者:Wei Xiao Jie Wu 

机构地区:[1]School of Pharmaceutical and Materials Engineering&Institute for Advanced Studies,Taizhou University,Taizhou 318000,China [2]State Key Laboratory of Organometallic Chemistry,Shanghai Institute of Organic Chemistry,Chinese Academy of Sciences,Shanghai 200032,China [3]School of Chemistry and Chemical Engineering,Henan Normal University,Xinxiang 453007,China

出  处:《Chinese Chemical Letters》2023年第2期18-32,共15页中国化学快报(英文版)

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。

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.

关 键 词:CARBOCATION Lewis acid Photoredox catalysis Tropylium cation Trityl cation 

分 类 号:O643.32[理学—物理化学]

 

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