Journal of Organometallic Chemistry p. 219 - 225 (1997)
Update date:2022-08-03
Topics:
Kwak, Young-Woo
Lee, Kyung-Koo
Vacuum pyrolysis of 1,2-diethyl-1,1,2,2-tetramethoxydisilane (II) in the presence of 2,3-dimethyl-1,3-butadiene resulted in the formation of 1-ethyl-1-methoxy-(III), 1-ethyl-(IV), and 1-methoxy-3,4-dimethyl-1-silacyclopent-3-ene(V) along with ethyltrimethoxysilane. The observed products might be formed from the addition of ethylmethoxysilylene, ethylsilylene and methoxysilylene into 2,3-dimethyl-1,3-butadiene respectively under thermal conditions. A labelling experiment employing a deuterated precursor of 1,2-diethyl-1,1,2,2-tetramethoxy-d12-disilane (II-d12) was performed for the purpose of elucidating the conversion of ethylmethoxysilylene into ethylsilylene. Ethylsilylene might be generated from [3 → 2 + 1] cyclo-elimination of an intermediate of 2-ethyloxasilacyclopropane (EtHSi-O-CH2) which can arise from a possible intramolecular silylene insertion into a C-H bond of the methoxy group of ethylmethoxysilylene. The methoxysilylene might be formed from elimination of ethylene of 1-methoxy-1-silacyclopropane (HMeOSi-CH2-CH2) derived from intramolecular silylene insertion into a C-H bond of the ethyl group of ethylmethoxysilylene. The temperature dependence of the trapped adduct distribution from the pyrolysis of 1,2-diethyl,1,2,2-tetramethoxydisilane was examined.
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Doi:10.1080/00304949709355232
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