Abstract
In this paper, we present the reaction of an overcrowded silylene bearing a 2,4,6-tris[bis(trimethylsilyl)methyl]phenyl (Tbt) group with pivalonitrile and t-butylphosphaalkyne to give the corresponding [1+2] cycloadducts, 2H-azasilirene and 2H-phosphasilirene derivatives. This is the first exampleof the isolation of a stable 2H-azasilirene derivative, and the X-ray crystallographic analysis unambiguously revealed its three-membered ring structure in the solid state. In addition, DFT calculations supported three-membered ring character in the structures of the 2H-azasilirene and 2H-phosphasilirene.
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Tokitoh, N., Suzuki, H., Takeda, N. et al. Stable 2H-azasilirene and 2H-phosphasilirene: Addition reaction of an overcrowded silylene to a nitrile and a phosphaalkyne. Silicon Chemistry 1, 313–319 (2002). https://doi.org/10.1023/B:SILC.0000025574.54359.7a
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DOI: https://doi.org/10.1023/B:SILC.0000025574.54359.7a