Abstract
The effective charges on the atoms in molecules of perfluoroalkyl halides of general formula (CF3)nCF3−nX (X=Cl, Br, I) have been calculated by the AM1 semiempirical method. In polar solvents perfluoro-tert-hexyl iodide is reduced under the action of alkenes and aromatic hydrocarbons to form 2-hydroperfluoro-2-methyl-pentane and perfluoro-2-methyl-2-pentene. In ethyl acetate the regio- and stereo-specific addition of perfluoro-tert-hexyl iodide to alkenes, butadiene, and alkynes takes place, which is associated with the realization of a polar ion-radical mechanism for the reaction.
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Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 9, pp. 2057–2061, September, 1989.
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Pletnev, S.I., Igumnov, S.M., Rozhkov, I.N. et al. Polar addition of perfluoro-tert-hexyl iodide to alkenes and alkynes. Russ Chem Bull 38, 1892–1896 (1989). https://doi.org/10.1007/BF00957786
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DOI: https://doi.org/10.1007/BF00957786