Organosilicon chemistry. Part XVII. Some reactions of 1,1,3,3-tetramethyl-1,3-disilacyclobutane

Abstract

1,1,3,3-Tetramethyl-1,3-disilacyclobutane. (I), reacts with halogens, hydrogen halides, sulphuric acid, lithium tetrahydridoaluminate, phenyl-lithium, phenylmagnesium bromide, ethanolic silver(I) nitrate, ethanolic mercury(II) chloride, and ethanolic mercury(II) acetate to give ring-opened products in high yields; (I) is unaffected by trifluoroiodomethane, N-bromosuccinimide, benzenethiol, heptan-1-ol, basic alumina, sulphur, phenylmercury chloride, or mercury(II) acetate in benzene. Photochemical reaction of t-butyl hypochlorite with (I) gives comparable amounts of 1 -chloromethyl-1,3,3-trimethyl-, 2-chloro-1,1,3,3-tetramethyl-, and 2,2-dichloro-1,1,3,3-tetramethyl-1,3-disilacyclobutane, together with lesser amounts of the ring-opened hydrogen chloride and chlorine 1 : 1 adducts.