R. Corriu, M. Granier, G. Lanneau
Jul 10, 1998
Citations
0
Influential Citations
14
Citations
Journal
Journal of Organometallic Chemistry
Abstract
Abstract Syntheses of new poly(trifunctional-silyl)alkanes, which are potent coupling agents of hybrid organic–inorganic materials have been thoroughly examined. Optimization of the Benkeser reaction using chloroform, trichlorosilane and tri- n -butylamine (respective ratios 1:4.5:3) afforded bis(trichlorosilyl)methane isolated as bis(triethoxysilyl)methane after ethanolysis (overall yield 60%). With nine equivalents of trichlorosilane, tris(trichlorosilyl)methane is preferentially formed, isolated as tris(triethoxysilyl)methane (30% yield). C-Substituted bis(triethoxysilyl) methanes were obtained after metallation of the α -carbon and trapping experiments with the corresponding alkyl halides. In the case of tris(triethoxysilyl)carbanion, only MeI and Br 2 were able to give the anticipated products. Unexpectedly, CO 2 insertion afforded the stable ketene, [(EtO) 3 Si] 2 CCO.