Synthesis of the first kinetically stable dibenzosilafulvene |
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Authors: | N. N. Zemlyanskii I. V. Borisova A. K. Shestakova Yu. A. Ustynyuk E. A. Chernyshev |
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Affiliation: | (1) State Scientific Center State Research Institute of Chemistry and Technology of Organoelement Compounds, 38 sh. Entuziastov, 111123 Moscow, Russian federation;(2) Department of Chemistry, M. V. Lomonosov Moscow State University, Leninskie Gory, 119129 Moscow, Russian Federation |
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Abstract: | The first stable dibenzosilafulvene, 9-{[8-(dimethylaminomethyl)-1-naphthyl]phenylsil-1-ylium}fluoren-9-ide (7a), was obtained in one step from 9-fluorenyllithium and chloro[8-(dimethylaminomethyl)-1-naphthyl]phenylsilane as a stable solvate with THF. The structure of the zwitterionic compound7a was established by1H,13C, and29Si NMR in solution and in the solid state. The reactions of compound7a with crotonaldehyde, ethanol, and triethylethylidenephosphorane are described. The data on the synthesis of alkoxy- and alkylthiochloro-9-fluorenylsilanes and their phosphonium salts are given. Translated fromIzvestiya Akademii Nauk. Seriya Khimicheskaya, No. 3, pp. 486–491, March, 1998. |
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Keywords: | Si=C double bond dibenzosilafulvene N→ Si intramolecular coordination alkoxychloro-9-fluorenyl- and alkylthiochloro-9-fluorenylsilanes 9-silylfluorenyl anions with phosphonium counterions NMR spectra |
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