EDA复合物驱动的N-α位C-H键活化

doi:10.6023/cjoc202406050

摘要/Abstract

由电子供体-电子受体形成的电子供体-受体 (EDA)复合物正在引发一个又一个神奇的光化学反应. 在可见光照射下, EDA复合物会发生单电子转移(SET)过程, 电子从供体转移向电子受体产生自由基阴阳离子对并引发后续反应. 除了光作为外部能量来源, 这一策略无需额外的光催化剂, 反应条件温和, 使得这一体系能够兼容大多数底物. 胺类化合物特别是氮杂芳烃和脂肪胺作为富电子底物, 在近年来已被广泛用于EDA复合物中的电子供体. 并且, 这类EDA复合物引发的反应中间体具有可预测性和位点选择性, 在形成EDA复合物后N-α 位具有独特的反应性质, 并被用于合成复杂的含氮有机分子. 本文综述了含氮化合物及烷基胺作为EDA电子供体来构建N-α 位C-X键(X= C, N)的光化学反应, 并对该领域的发展进行了展望.

关键词: EDA复合物, 光化学反应, 自由基, 胺类化合物, C-H键活化

EDA (electron donor-acceptor) complexes formed by electron donors and electron acceptors are triggering many amazing photochemical reactions. Under visible light irradiation, the EDA complexes undergo a single electron transfer (SET) process, in which electrons are transferred from the donor to the electron acceptor to create free radical anion-cation pairs and initiate subsequent reactions. This strategy does not require an additional photocatalyst under mild reaction conditions with light as an external energy source, making this system compatible well with most substrates. Amines, such as aza-aromatics and aliphatic amines, have been widely used as electron-rich substrates as electron donors in EDA complexes in recent years. Moreover, the reaction intermediates initiated by these EDA complexes are predictable and site-selective, with unique reactive properties at the N-α position after the formation of EDA complexes, and have been used in the synthesis of complex nitrogen-containing organic molecules. In this paper, we review the photochemical reactions of nitrogen-containing aromatics and amines as EDA electron donors for the construction of C-X bonds (X = C, N) at the N-α position, and provide an outlook for the development of this field.

Key words: EDA Complexes, Photochemistry, Radical, Amines, C-H Bond Activation

引用此文

杨俊峰, 赵艳秋, 时磊. EDA复合物驱动的N-α位C-H键活化[J]. 有机化学, doi: 10.6023/cjoc202406050.

Yang Junfeng, Zhao Yanqiu, Shi Lei. EDA complex-driven activation of N-α C-H bonds[J]. Chinese Journal of Organic Chemistry, doi: 10.6023/cjoc202406050.

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