Fe-catalysed Kumada-type alkyl-alkyl cross-coupling. Evidence for the intermediacy of Fe(I) complexes

Fe-catalysed Kumada-type alkyl-alkyl cross-coupling. Evidence for the intermediacy of Fe(I) complexes
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DOI:
10.1039/c2sc21754f
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发表时间:
2013-01-01
期刊:
影响因子:
8.4
通讯作者:
Cardenas, Diego J.
Cardenas, Diego J.
中科院分区:
化学1区
文献类型:
--
作者:
Guisan-Ceinos, Manuel;Tato, Francisco;Cardenas, Diego J.

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开发了一种新的Fe-NHC催化体系,该体系允许卤代烷和烷基镁试剂的烷基-烷基交叉偶联反应。据我们所知,这是第一个Fe催化的Kumada型偶联反应,用于在官能团存在下形成C(sp(3))-C(sp(3))键。该过程在温和的条件下进行,避免了β-消除产物的形成。机理研究表明,Fe(I)配合物的中间体,通过还原与格氏试剂,作为活性物种形成。
A novel Fe-NHC catalytic system allows the alkyl-alkyl cross-coupling reaction of alkyl halides and alkylmagnesium reagents has been developed. To our knowledge, this is the first Fe-catalysed Kumada-type coupling for the formation of C(sp(3))-C(sp(3)) bonds in the presence of functional groups. The process takes place under mild conditions, avoiding the formation of beta-elimination products. Mechanistic studies suggest the intermediacy of Fe(I) complexes, formed by reduction with the Grignard reagent, as the active species.