Recent advance in carbocation-catalyzed reactions

碳阳离子 催化作用 化学 计算化学 药物化学 有机化学
作者
Wei Xiao,Jie Wu
出处
期刊:Chinese Chemical Letters [Elsevier BV]
卷期号:34 (2): 107637-107637 被引量:5
标识
DOI:10.1016/j.cclet.2022.06.060
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 Brønsted 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. 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 Brønsted 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.

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