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1,2 → 1,1-Migration of Silyl Group. Formation of 1,1-Bis(dichloromethylsilyl)-2-chloroethane in Catalytic Hydrochlorination of 1,2-Bis(dichloromethylsilyl)ethylene

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Abstract

Hydrochlorination of 1,2-bis(silyl)ethylenes of the general formula MenCl3-n SiCH = CHSiMen· Cl3-n , where n = 0-3, in the presence of FeCl3 was carried out. By NMR spectroscopy it was shown that in the case of the MeCl2Si derivative the major product is 1,1-bis(silyl)chloroethane and the minor product is its isomeric 1,2-bis(silyl)chloroethane (4:1). A reaction scheme is proposed, that includes isomerization of the intermediate bis(silyl)ethyl cation.

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  1. Gosudarstvennyi nauchno-issledovatel'skii institut khimii i tekhnologii elementoorganicheskikh soedinenii State Reseach Center of the Russian Federation, Moscow, Russia

    V. G. Lakhtin, V. D. Sheludyakov, V. M. Nosova, A. V. Kisin & E. A. Chernyshev

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  1. V. G. Lakhtin
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  2. V. D. Sheludyakov
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  3. V. M. Nosova
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  4. A. V. Kisin
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  5. E. A. Chernyshev
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Lakhtin, V.G., Sheludyakov, V.D., Nosova, V.M. et al. 1,2 → 1,1-Migration of Silyl Group. Formation of 1,1-Bis(dichloromethylsilyl)-2-chloroethane in Catalytic Hydrochlorination of 1,2-Bis(dichloromethylsilyl)ethylene. Russian Journal of General Chemistry 71, 1554–1556 (2001). https://doi.org/10.1023/A:1013990617636

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