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电化学杂原子-杂原子键构建。

Electrochemical Heteroatom-Heteroatom Bond Construction.

机构信息

Shandong Provincial Key Laboratory of Molecular Engineering, State Key Laboratory of Biobased Material and Green Papermaking, School of Chemistry and Chemical Engineering, Qilu University of Technology (Shandong Academy of Sciences), Jinan, 250353, People's Republic of China.

Archives of Qilu University of Technology (Shandong Academy of Sciences), Jinan, 250353, People's Republic of China.

出版信息

Chem Rec. 2022 Jan;22(1):e202100178. doi: 10.1002/tcr.202100178. Epub 2021 Aug 31.

DOI:10.1002/tcr.202100178
PMID:34463430
Abstract

Heteroatom-heteroatom linkage, with S-S bond as a presentative motif, served a crucial role in biochemicals, pharmaceuticals, pesticides, and material sciences. Thus, preparation of the privileged scaffold has always been attracting tremendous attention from the synthetic community. However, classic protocols suffered from several drawbacks, such as toxic and unstable agents, poor functional group tolerance, multiple steps, and explosive oxidizing regents as well as the transitional metal catalysts. Electrochemical organic synthesis exhibited a promising alternative to the traditional chemical reaction due to the sustainable electricity can be employed as the traceless redox agents. Hence, toxic and explosive oxidants and/or transitional metals could be discarded under mild reaction with high efficiency. In this context, a series of electrochemical approaches for the construction of heteroatom-heteroatom bond were reviewed. Notably, most of the cases illustrated the dehydrogenative feature with the clean energy molecules hydrogen as the sole by-product.

摘要

杂原子-杂原子键,以 S-S 键作为代表性结构单元,在生物化学、药物、农药和材料科学中起着至关重要的作用。因此,制备这种优势骨架一直吸引着合成界的极大关注。然而,经典的方法学存在几个缺点,如有毒和不稳定的试剂、较差的官能团耐受性、多步反应以及爆炸氧化性试剂和过渡金属催化剂。电化学有机合成作为传统化学反应的一种很有前途的替代方法,因为可持续的电力可以作为无痕迹的氧化还原试剂使用。因此,在温和的反应条件下,可以高效地去除有毒和爆炸性的氧化剂和/或过渡金属。在这种情况下,综述了一系列用于构建杂原子-杂原子键的电化学方法。值得注意的是,大多数情况下都说明了以清洁能源分子氢气作为唯一的副产物的脱氢特征。

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引用本文的文献

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Cross-dehydrogenative N-N couplings.交叉脱氢N-N偶联反应。
Chem Sci. 2021 Oct 19;12(43):14343-14352. doi: 10.1039/d1sc03851f. eCollection 2021 Nov 10.