C. Strohmann, S. Lüdtke, E. Wack
Jul 1, 1996
Citations
0
Influential Citations
17
Citations
Journal
Chemische Berichte
Abstract
The first high yield preparation of non π-stabilized bis(lithio-methyl)silanes was performed by the reductive cleavage of C–S bonds with electron transfer reagents. Bis[(phenylthio)-methyl]silanes synthesized by the reaction of dichlorosilanes with [(phenylthio)methyl]lithium were transformed to the corresponding bis(lithiomethyl)silanes 7 by reaction with lithium naphthalenide (LiC10H8) or lithium p,p′-di-tert-butyl-biphenylide (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.