NHC-Stabilized Silicon–Carbon Mixed Cumulene

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• 作者：Zhendong Wang ; Jianying Zhang ; Jianfeng Li ; Chunming Cui
• 刊名：Journal of the American Chemical Society
• 出版年：2016
• 出版时间：August 24, 2016
• 年：2016
• 卷：138
• 期：33
• 页码：10421-10424
• 全文大小：300K
• 年卷期：0
• ISSN：1520-5126

文摘

The NHC-stabilized silicon–carbon mixed cumulene (Me₃Si)₂C═Si(IPr)═Si(IPr)═C(SiMe₃)₂ (3, IPr = 1,3-diisopropyl-4,5-dimethyl-imidazol-2-ylidene) has been prepared by reaction of Ar(SiMe₃)NK with the NHC-stabilized silene (Me₃Si)₂C═Si(SiMe₃)Cl(IPr) (2) in toluene at low temperature via the elimination of trimethylsilyl and chloride groups from 2. X-ray crystal analysis of 3 indicated the formal C═Si═Si═C cumulene skeleton with the short Si–Si double bond distance of 2.1896(10) Å. DFT calculations disclosed its zwitterionic character. Reaction of 3 with diphenylacetylene resulted in the formation of a silatriafulvene with an exocyclic NHC-stabilized silene moiety.