Zhang Feng-Lian, Li Bin, Houk K N, Wang Yi-Feng
Department of Chemistry, University of Science and Technology of China, 96 Jinzhai Road, Hefei, Anhui 230026, China.
Department of Chemistry and Biochemistry, University of California, Los Angeles, California 90095, United States.
JACS Au. 2022 Apr 11;2(5):1032-1042. doi: 10.1021/jacsau.2c00051. eCollection 2022 May 23.
Spin-center shift (SCS) is a radical process involving 1,2-radical translocation along with a two-electron ionic movement, such as elimination of an adjacent leaving group. Such a process was initially observed in some important biochemical transformations, and the unique property has also attracted considerable interest in synthetic chemistry. Experimental, kinetic, as well as computational studies have been performed, and a series of useful radical transformations have been developed and applied in organic synthesis based on SCS processes in the last 20 years. This Perspective is an overview of radical transformations involving the SCS mechanism.
自旋中心转移(SCS)是一个自由基过程,涉及1,2-自由基迁移以及双电子离子移动,例如消除相邻的离去基团。这种过程最初是在一些重要的生物化学转化中观察到的,其独特性质也引起了合成化学领域的广泛关注。过去20年里,人们进行了实验、动力学以及计算研究,并基于SCS过程开发了一系列有用的自由基转化反应并应用于有机合成。本综述概述了涉及SCS机理的自由基转化反应。