Preparation of 1,1-disubstituted silacyclopentadienes

作者: Janet Braddock-Wilking , Yan Zhang , Joyce Y. Corey , Nigam P. Rath

DOI: 10.1016/J.JORGANCHEM.2008.01.017

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摘要: Abstract Several new 1,1-disubstituted siloles containing substituents on the ring carbon atoms have been synthesized. The siloles: 1,1-dihydrido-2,5-bis(trimethylsilyl)-3,4-diphenylsilole (5), 1,1-dihydrido-2,5-dimethyl-3,4-diphenylsilole (6), 1,1-dimethoxy-2,5-bis(trimethylsilyl)-3,4-diphenylsilole (7), 1,1-bis(4-methoxyphenyl)-2,5-bis(trimethylsilyl)-3,4-diphenylsilole (8), 1,1-dipropoxy-2,5-bis(trimethylsilyl)-3,4-diphenylsilole (9), and 1,1-dibromo-2,5-bis(trimethylsilyl)-3,4-diphenylsilole (13) were prepared from reactions originating previously reported, 1,1-bis(diethylamino)-2,5-bis(trimethylsilyl)-3,4-diphenylsilole (1) or 1,1-bis(diethylamino)-2,5-dimethyl-3,4-diphenylsilole (2). In addition, three other organosilane byproducts observed isolated during current study, bis(4-methoxyphenyl)bis(phenylethynyl)silane (11), bis(4-methoxyphenyl)di(propoxy)silane (12) 1-bromo-4-bromodi(methoxy)silyl-1,4-bis(trimethylsilyl)-3,4-diphenyl-1,3-butadiene (14). Compounds 13 14 characterized by X-ray crystallography is first 1,1-dibromosilole whose solid state structure has determined.

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