Synthesis of difunctional 1,4-dimethyl-1,4-disilacyclohexanes |
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Authors: | L M Volkova I M Petrova N V Chizhova P V Petrovskii L E Vinogradova N N Makarova |
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Institution: | (1) A. N. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences, 28 ul. Vavilova, 117813 Moscow, Russian Federation |
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Abstract: | Transformations of HVinSiCl2, HVinSi(Me)Cl, HVinSi(Me)Ph, and HVinSi(Me)NEt2 in the presence of Pt catalyst were studied. In dilute solutions, the reaction gave a mixture of structural and stereoisomers
of five- and six-membered disilacyclanes, resulting from intramolecular cyclization of the initially formed linear dimer.
In the case of methyl(phenyl)disilacyclane, the structural isomers were separated andtrans-1,4-dimethyl-1,4-diphenyl-1,4-disilacyclohexane was isolated. The reaction of this product with HCl in the presence of AlCl3 followed by hydrolysis resulted in the synthesis oftrans-1,4-dichloro- andtrans-1,4-dihydroxy-1,4-dimethyl-1,4-disilacyclohexanes. The structures of the structural and stereoisomers synthesized were confirmed
by1H,13C, and29Si NMR and IR spectroscopies and mass spectrometry.
Translated fromIzvestiya Akademii Nauk. Seriya Khimicheskaya, No. 9, pp. 1734–1738, September, 1999. |
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Keywords: | hydrosilylation chlorination hydrolysis intramolecular cyclization disilacycloalkanes structural and stereoisomerism |
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