New bis (lithiomethyl)silanes: building blocks for organosilanes

Article abstract of DOI:10.1002/cber.19961290710

The first high yield preparation of non -stabilized bis(lithiomethyl)silanes was performed by the reductive cleavage of C-S bonds with electron transfer reagents. Bis[(phenylthio)methyljsilanes synthesized by the reaction of dichlorosilanes with [(phenylthio)methyljlithium were transformed to the corresponding bis(lithiomethyl)silanes 7 by reaction with lithium naphthalenide (LiCiUHB) or lithium p,p'-di-(er/-butylbiphenylide (LiDBB) as an electron transfer reagent and were characterized by their reaction with Bu₃SnCl. The C-S bonds of bis[(phenylthio)methyl]silanes can be cleaved selectively making possible the introduction of two different groups. -The silicon atom plays a central role in the reactivity of the presented structural types. The bis(lithiomethyl)silanes are used as new building blocks for the preparation of organosilanes, Si-H-functionalized organosilanes, and 1,3-disilacyclobutanes containing SiCH₂Si structural units. VCH Verlagsgesellschaft mbH, 1996.