Silole Silylene Route to NHC-Stabilized Fused 1-Silabicycles and 1,1'-Spirobisiloles
Tianhao Li1, Jianying Zhang1, Chunming Cui1,2
1State Key Laboratory of Elemento-Organic Chemistry, Nankai University, 94 Weijin Road, Tianjin, 300071, P.R. China.
Abstract:
The reaction of an NHC-stabilized silole silylene (1, 1-silacyclopentadienylidene) with one equivalent of internal acetylenes resulted in the formation of NHC-stabilized 1-silabicyclo[3.2.0]hepta-1,3,6-trienes, which subsequently reacted with one equivalent of the acetylene to yield an aryl-substituted 1,1'-spirobisilole (SBS). The SBSs can also be prepared by reaction of the NHC-stabilized silole silylene 1 with two equivalents of the acetylenes in good yields. The electronic structures of these SBSs have been studied by UV/Vis and emission spectroscopy, as well as DFT calculations.
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