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-催化中的硅胺:合成与反应性

-Silylamines in catalysis: synthesis and reactivity.

作者信息

Verma Vani, Koperniku Ana, Edwards Peter M, Schafer Laurel L

机构信息

Department of Chemistry, The University of British Columbia, 2036 Main Mall, Vancouver, BC V6T 1Z1, Canada.

Faculty of Pharmaceutical Sciences, The University of British Columbia, 2405 Wesbrook Mall, Vancouver, BC V6T 1Z3, Canada.

出版信息

Chem Commun (Camb). 2022 Aug 16;58(66):9174-9189. doi: 10.1039/d2cc02915d.

Abstract

A summary of the catalytic synthesis and reactivity of -silylated amines is presented. Dehydrocoupling of amines with silanes, hydrosilylation of imines and dealkenylative coupling of amines with vinylsilanes are three ways to achieve their catalytic syntheses. The resultant -silylamines serve as substrates in a variety of reactions, including C-N and C-C bond forming reactions, and are preferred in transformations because of the facile Si-N hydrolytic cleavage to reveal free amine products upon reaction completion. This review highlights the distinct electronic properties of -silyl amines, -silyl imines and -silyl enamines that result in complementary reactivity to that of parent non-silyl variants.

摘要

本文综述了含硅胺的催化合成及反应活性。胺与硅烷的脱氢偶联、亚胺的硅氢化反应以及胺与乙烯基硅烷的脱烯基偶联是实现其催化合成的三种方法。所得的含硅胺可作为多种反应的底物,包括碳氮键和碳碳键形成反应,并且由于在反应完成后硅氮键易于水解断裂以生成游离胺产物,因此在转化反应中更受青睐。本综述强调了含硅胺、含硅亚胺和含硅烯胺独特的电子性质,这些性质导致它们与母体非硅取代变体具有互补的反应活性。

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