R. Schrock et al., CYCLIC AND OPEN-CHAIN DERIVATIVES OF BIS(TRIHYDROSILYL)BENZENES, Journal of the Chemical Society. Dalton transactions, (22), 1996, pp. 4193-4196
A series of 1,3-disila-isoindolines and -indans derived from 1,2-bis(t
rihydrosilyl)benzene have been prepared and spectroscopically characte
rised. The key intermediate for the preparation of the heterocycles is
1,2-bis(trifluoromethylsulfonyloxysilyl)benz obtained from 1,2-bis(p-
tolylsilyl)benzene by treatment with 2 equivalents of triflic acid (CF
3SO3H), at -10 degrees C. Treatment of this intermediate with primary
amines, or with H2C=P(NMe(2))(3) in a transylidation process, afforded
the heterocycles in high yields. The molecular structure of N-(p-brom
ophenyl)-1,3-disilaisoindoline has been determined by X-ray diffractio
n. The molecules,are almost completely flat with only a minor curvatur
e. Open-chain disiloxanes (m,p-H3SiC6H4SiH2)(2)O were prepared from th
e corresponding arylsilyl(silyl)benzenes, which were converted into th
e tritluoromethyisulfonyloxysilyl-(silyl)benzenes (stable up to -10 de
grees C) by triflic acid and hydrolysed by water-NEt(3).