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由氮杂环卡宾镍配合物催化的芳族硫醇与三乙基硅烷的脱氢偶联反应。

Dehydrogenative coupling of aromatic thiols with Et3SiH catalysed by N-heterocyclic carbene nickel complexes.

作者信息

Postigo Lorena, Lopes Rita, Royo Beatriz

机构信息

Instituto de Tecnología Química e Biológica da Universidade Nova de Lisboa, Av. da República, EAN, 2780-417 Oeiras, Portugal.

出版信息

Dalton Trans. 2014 Jan 14;43(2):853-8. doi: 10.1039/c3dt52052h.

DOI:10.1039/c3dt52052h
PMID:24153398
Abstract

A series of new tetramethylcyclopentadienyl-functionalised N-heterocyclic carbene ligands with different wingtip substituents have been prepared and characterised. These ligands have been successfully coordinated to nickel affording complexes of the general type (Cp*-NHC(R))NiX (X = Cl, I). These well-defined nickel complexes selectively catalysed the coupling of aromatic thiols with Et3SiH to give the corresponding silylthioethers (RSSiEt3). The nickel complexes bearing ethyl, iso-butyl, and n-butyl wingtips displayed comparable catalytic efficiency, while the nickel complex bearing a methyl substituent on the wingtip was the worst performing catalyst.

摘要

一系列具有不同翼尖取代基的新型四甲基环戊二烯基官能化 N-杂环卡宾配体已被制备并表征。这些配体已成功与镍配位,得到通式为 (Cp*-NHC(R))NiX(X = Cl、I)的配合物。这些定义明确的镍配合物选择性地催化芳族硫醇与 Et3SiH 的偶联反应,生成相应的甲硅烷基硫醚(RSSiEt3)。带有乙基、异丁基和正丁基翼尖的镍配合物表现出相当的催化效率,而在翼尖带有甲基取代基的镍配合物是性能最差的催化剂。

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