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Updated: Dec 20, 2025

Imine Metathesis by Silica-Supported Catalysts Using the Methodology of Surface Organometallic Chemistry
Published on: October 18, 2019
Sila-Peterson Reaction of Cyclic Silanides
Andreas W Kyri1, Lukas Schuh1, Andreas Knoechl1
1Institute of Inorganic Chemistry, Graz University of Technology, Stremayrgasse 9, 8010 Graz, Austria.
Abstract:
Sila-Peterson type reactions of the 1,4,4-tris(trimethylsilyl)-1-metallooctamethylcyclohexasilanes (Me3Si)2Si6Me8(SiMe3)M (2a, M = Li; 2b, M = K) with various ketones were investigated. The obtained products strongly depend on the nature of the ketone component. With 2-adamantanone 2a,b afforded the moderately stable silene 3. 3 is the first example of an Apeloig-Ishikawa-Oehme-type silene with the tricoordinate silicon atom incorporated into a cyclopolysilane framework and could be characterized by NMR and UV spectroscopy as well as by trapping reactions with water, methanol, and MeLi. The reaction of 2b with aromatic ketones also follows a sila-Peterson type mechanism with formation of carbanionic species. With 1,2-diphenylcyclopropenone 2b reacted by conjugate 1,4-addition to give a spirocyclic carbanion. In most cases the underlying reaction mechanism could be elucidated by the isolation and characterization of unstable intermediates and final products after proper derivatization.
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