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Organosilicon derivatives of 2-mercapto-substituted benzoxazoles, benzothiazoles and benzimidazoles

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Abstract

The interactions of sodium salts of 2-mercaptobenzoxazole, 2-mercaptobenzothiazole and 2-mercaptobenzimidazole with (chloromethyl)trimethyl-, chloromethyl(dimethoxy)methylor (chloromethyl)trimethoxysilanes have been shown to result in the corresponding previously unknown (2-heterylthiomethyl)triorganylsilanes. Transetherification of (2-heteryl-thiomethyl)trimethoxysilanes with triethanolamine gives 1-(2-benzoxazolylthiomethyl)-, 1-(2-benzothiazolylthiomethyl)- and 1-(2-benzimidazolylthiomethyl)silatranes. The reaction of the corresponding alkoxysilanes with boron trifluoride etherate leads to (2-benzoxazolylthiomethyl)- and (2-benzothiazolylthiomethyl)-substituted trifluorosilanes and methyldifluorosilanes having a dragonoid chelate structure. By the hydrolysis of (2-heterylthiomethyl)trimethoxysilanes, new organosilicon sorbents, poly(2-heteryl-thiomethyl)silsesquioxanes have been synthesized.

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Translated fromIzvestiya Akademii Nauk. Seriya Khimicheskaya, No. 11, pp. 1965–1969, November, 1993.

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Voronkov, M.G., Chernov, N.F., Trofimova, O.M. et al. Organosilicon derivatives of 2-mercapto-substituted benzoxazoles, benzothiazoles and benzimidazoles. Russ Chem Bull 42, 1883–1886 (1993). https://doi.org/10.1007/BF00699009

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  • DOI: https://doi.org/10.1007/BF00699009

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