Abstract
The reaction of sodium salt of N-(chloro)trifluoromethanesulfonamide with linear and cyclic fiveand six-membered organosilicon sulfides was studied and their first N-trifluoromethanesulfonyl-substituted imides were synthesized. The results are compared with the data on the reaction of the same substrates with chloramine B. The distinctly pronounced stabilizing effect of a highly electronegative trifluoromethanesulfonyl group was observed, which decreased the reactivity of N-trifyl-substituted sulfimides with respect to electrophilic reagents and increased their stability. Mass spectra of isomeric cyclic organosilicon N-trifluoromethanesulfonyl-substituted sulfimides VII, X, their acyclic analog III, and the product of the decomposition of the latter at the Si-C(S) bond IV were studied. The mechanism of formation of sulfimides in nonaqueous media is discussed.
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Original Russian Text © E.N. Suslova, A.I. Albanov, B.A. Shainyan, 2010, published in Zhurnal Obshchei Khimii, 2010, Vol. 80, No. 3, pp. 419–427.
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Suslova, E.N., Albanov, A.I. & Shainyan, B.A. (N-trifluoromethanesulfonyl)sulfimides of linear and cyclic organosilicon sulfides. Russ J Gen Chem 80, 442–450 (2010). https://doi.org/10.1134/S1070363210030126
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DOI: https://doi.org/10.1134/S1070363210030126