Iron-Catalysed Chemo-, Regio-, and Stereoselective Hydrosilylation of Alkenes and Alkynes using a Bench-Stable Iron(II) Pre-Catalyst
Iron-Catalysed Chemo-, Regio-, and Stereoselective Hydrosilylation of Alkenes and Alkynes using a Bench-Stable Iron(II) Pre-Catalyst
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DOI：
10.1002/adsc.201300827
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发表时间：
2014-02-10
影响因子：
5.4
通讯作者：
Thomas, Stephen P.
中科院分区：
文献类型：
--
作者：
Greenhalgh, Mark D.;Frank, Dominik J.;Thomas, Stephen P.
报道了铁的化学、区域和立体选择性催化的烯烃和炔烃的硅氢化反应，具有良好的官能团耐受性(34例，产率41-96%)。该催化剂和试剂可在工业上获得，易于操作，活性铁催化剂可在现场生成，从而为铁催化硅氢加成反应提供了一种简单实用的方法。硅烷产物可被氧化成烯烃水合的反Markovnikov产物，还报道了一锅铁催化的烯烃硅氢化-氧化制得硅烷(二)醇。铁预催化剂的负载量低至0.07moL%，催化剂的循环频率(TOF)接近6万moh(-1)。初步的机理研究表明，铁(I)是一种活性催化剂。
The chemo-, regio-, and stereoselective iron-catalysed hydrosilylation of alkenes and alkynes with excellent functional group tolerance is reported (34 examples, 41-96% yield). The catalyst and reagents are commercially available and easy to handle, with the active iron catalyst being generated in situ, thus providing a simple and practical methodology for iron-catalysed hydrosilylation. The silane products can be oxidised to the anti-Markovnikov product of olefin hydration, and the one-pot iron-catalysed hydrosilylation-oxidation of olefins to give silane(di)ols directly is also reported. The iron pre-catalyst was used at loadings as low as 0.07mol%, and displayed catalyst turnover frequencies (TOF) approaching 60,000molh(-1). Initial mechanistic studies indicate an iron(I) active catalyst.