Homolytic and Conjugate Addition of Thiols to 2,4-Dimethyl-2-vinyl-1,3-dioxa-2-silacyclohexane |
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| Authors: | R. M. Makaeva V. V. Zorin R. R. Musavirov L. S. Brod''ko S. V. Gvozdik R. S. Musavirov |
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| Affiliation: | (1) Ufa State Petroleum Technical University, ul. Kosmonavtov 1, Ufa, 450062 Bashkortostan, Russia;(2) Research Institute of Fine Chemicals, Ufa, Bashkortostan, Russia |
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| Abstract: | Homolytic reaction of 1-propane- and 1-pentanethiols to 2,4-dimethyl-2-vinyl-1,3-dioxa-2-silacyclohexane, initiated by di-tert-butyl peroxide at 130°C, yields a mixture of isomeric sulfides (95%) as a result of addition at the  - and  -positions of the vinyl group. Conjugate addition of alkanethiols in the presence of the corresponding sodium thiolate at 100°C gives 10% of the same - and -regioisomeric sulfides at a ratio of 1:20. |
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