Abstract
Approaches to Si-disubstituted 1-thia-5-silacyclooctanes based on homolytic addition of hydrogen sulfide to diallylsilanes R2Si(CH2CH=CH2)2 and on intramolecular cyclization of Si-disubstituted (allyl)(γ-sulfanylpropyl)silanes have been studied. In the former case the reactivity of the silanes decreases in the order R = MeO > F > Me > Ph, whereas in the latter case the reactivity order is slightly different: Me > MeO ≈ F ≫ Ph. The reactions of diphenyl-and dimethyldiallylsilanes with the complex BF3·2AcOH occur in a different manner: The former involves rearrangement to form fluoro(2-methylpent-4-enyl)diphenylsilane, while the latter, elimination of the two allyl groups to fluorodimethylsilane and propene.
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Original Russian Text © E.N. Suslova, A.I. Albanov, B.A. Shainyan, 2008, published in Zhurnal Obshchei Khimii, 2008, Vol. 78, No. 9, pp. 1442–1448.
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Suslova, E.N., Albanov, A.I. & Shainyan, B.A. Si-disubstituted diallylsilanes in homolytic thiylation and electrophilic fragmentation reactions. Russ J Gen Chem 78, 1675–1681 (2008). https://doi.org/10.1134/S1070363208090065
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DOI: https://doi.org/10.1134/S1070363208090065