A. Hosomi, M. Mikami, H. Sakurai
Sep 1, 1983
Citations
0
Influential Citations
10
Citations
Journal
Bulletin of the Chemical Society of Japan
Abstract
A new class of bicyclic compounds containing a single silicon atom at the bridge, 2-exo- and endo-substituted 2-methyl-2-silabicyclo[2.2.1]heptanes, have been prepared from the corresponding 3-cyclopentenyl-methylhydrosilane by the intramolecular hydrosilylation catalyzed by chloroplatinic acid, and their structures were unquivocally assigned by 1H and 13C NMR spectra. Dramatic crossover from inversion to retention was found in the phenylation of chlorosilanes with phenyllithium and phenylmagnesium bromide in ether. Regio- and stereoselective insertion of dichlorocarbene generated from phenyl(bromodichloromethyl)mercury, or from chloroform and sodium hydroxide in the presence of a phase transfer catalyst, into C(6)–H(exo) bond of 2-silanorbornanes has been observed.