Nickel-Catalyzed Three-Component Coupling Reaction of Tetrafluoroethylene and Aldehydes with Silanes via Oxa-Nickelacycles
Nickel-Catalyzed Three-Component Coupling Reaction of Tetrafluoroethylene and Aldehydes with Silanes via Oxa-Nickelacycles
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DOI：
10.1002/ejoc.201801721
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发表时间：
2018-12
影响因子：
2.8
通讯作者：
Hiroshi Shirataki;M. Ohashi;S. Ogoshi
中科院分区：
文献类型：
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作者：
Hiroshi Shirataki;M. Ohashi;S. Ogoshi
本发明公开了以选择性方式由四氟乙烯（TFE）和醛与硅烷镍催化合成多种含氟甲硅烷基醚。化学计量反应表明，在TFE和醛与Ni 0氧化环化后生成的氧杂镍内酯是关键中间体，其分子结构通过单晶X射线衍射分析证实。为了证明该方法的合成效用，通过用刘易斯碱去质子化将反应产物之一转化为三氟乙烯基和有机硅化合物。
The nickel‐catalyzed synthesis of a variety of fluorine‐containing silyl ethers from tetrafluoroethylene (TFE) and aldehydes with silanes in a selective manner is disclosed. Stoichiometric reactions revealed that the oxa‐nickelacycle, which is generated upon oxidative cyclization of TFE and an aldehyde with Ni0, is the key intermediate, whose molecular structure was confirmed by single‐crystal X‐ray diffraction analysis. In order to demonstrate the synthetic utility of this procedure, one of the reaction products was transformed into trifluorovinyl and organic silicon compounds via deprotonation with a Lewis base.