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Formation of Formal Disilene Fluoride Adducts

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journal contribution
posted on 24.12.2008, 00:00 authored by Michaela Zirngast, Michaela Flock, Judith Baumgartner, Christoph Marschner
Reactions of trisilylated silylfluorides with potassium tert-butoxide were found to give disilylated fluorosilylenoids. The latter undergo a self-condensation reaction, leading to the formation of β-fluorodisilanyl anions, which may also be considered as fluoride adducts of disilenes. The stereochemical outcome of this self-condensation depends on the bulkiness of the silyl substituents. Thus, mixtures of diastereomers are obtained in some cases. Reaction of a disilene adduct with magnesium bromide triggers metal fluoride elimination and formation of the respective tetrasilylated disilene. Attempts to exchange one silyl group of the starting material for a methyl, phenyl, or tert-butyl group led to a different course of reaction for the methyl and phenyl cases. The tert-butyl-substituted example gave the expected disilene adduct, but it was not the main product.