Author:
Haaf Michael,Schmedake Thomas A,Paradise Bryan J,West Robert
Abstract
The synthesis and several reactions of the stable silylene 1 (N,N'-di-tert-butyl-1,3-diaza-2-sila-2-ylidene) are reported. Overreduction of 1 with alkali metals results in the formation of a dimeric dianion, which can be trapped with a proton source to give the dihydride derivative 9. In the solid state or in concentrated solutions, 1 undergoes a reversible conversion into the novel tetrameric disilene, 10. 1 reacts with ethanol, phenol, and water via insertion into the OH bond, and with iodomethane by insertion into the CI bond. A reaction of 1 with the diene 2,3-dimethyl-1,3-butadiene affords the silacyclopentene, 15. This reaction is markedly different from the one found for the unsaturated analog of the silylene, 2, which catalyzes the conversion of this diene into a highly cross-linked polymer.Key words: silylene, carbene analog, disilene, divalent compounds, N-heterocycles.
Publisher
Canadian Science Publishing
Subject
Organic Chemistry,General Chemistry,Catalysis
Cited by
66 articles.
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