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Silole Silylene Route to NHC‐Stabilized Fused 1‐Silabicycles and 1,1′‐Spirobisiloles
Author(s) -
Li Tianhao,
Zhang Jianying,
Cui Chunming
Publication year - 2017
Publication title -
chemistry – an asian journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.18
H-Index - 106
eISSN - 1861-471X
pISSN - 1861-4728
DOI - 10.1002/asia.201700050
Subject(s) - silylene , acetylene , aryl , yield (engineering) , chemistry , photochemistry , medicinal chemistry , materials science , computational chemistry , silicon , organic chemistry , alkyl , metallurgy
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.