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S(VI) 氟化物的键合化学。

Linkage Chemistry of S(VI) Fluorides.

机构信息

Shanghai Frontiers Science Center, of Optogenetic Techniques for Cell Metabolism, School of Pharmacy, East China University of Science and Technology, Shanghai, 200237, China.

Shanghai Key Laboratory of Green Chemistry and Chemical Process, School of Chemistry and Molecular Engineering, East China Normal University, 3663 North Zhongshan Rd., Shanghai, 200062, P. R. China.

出版信息

Chemistry. 2023 Jun 13;29(33):e202300536. doi: 10.1002/chem.202300536. Epub 2023 Apr 27.

Abstract

Sulfur(VI)-fluoride exchange linkage as a next generation of click chemistry was introduced by Sharpless and coworkers in 2014. Distinguished from CuAAC, the SuFEx reaction proceeds under metal-free conditions, and the reactive linkers are variable, enabling access to a diverse class of linkage compounds. Therein, a series of SuFEx linkers emerged has been widely prevalent in diverse fields. The S -F bond in comparison to S -Cl bond features excellent stability and chemoselectivity. The linkage chemistry primarily involves the formation of S-O and S-N bonds via commercially available phenols and amines, yet less study on C-SuFEx linkage. This review will focus on three types of linkage for SuFEx linkers comprising S-O, S-N, and S-C bonds, and we hope to provide a practical guidance for SuFEx linkage chemistry.

摘要

硫(六)氟化物交换键合作为下一代点击化学,由 Sharpless 和同事于 2014 年引入。与铜催化的叠氮-炔烃环加成反应(CuAAC)不同,SuFEx 反应在无金属条件下进行,反应连接剂具有多样性,能够获得各种类型的连接化合物。其中,一系列 SuFEx 连接剂已经广泛应用于各个领域。与 S-Cl 键相比,S-F 键具有优异的稳定性和化学选择性。连接化学主要涉及通过商业可得的酚类和胺类形成 S-O 和 S-N 键,但对 C-SuFEx 键合的研究较少。本综述将重点介绍 SuFEx 连接剂的三种类型的键合,包括 S-O、S-N 和 S-C 键合,并希望为 SuFEx 键合化学提供实用指导。

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