- Selective oxidation of alkyl 2,2-dichlorovinyl sulfides to sulfoxides in polyfluorinated solvents
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2,2-Dichlorovinyl sulfides are oxidized to the corresponding sulfoxides or sulfones by hydrogen peroxide or tert-butyl hydroperoxide with extremely high selectivity, depending on the solvent. The oxidation in acetic acid yields exclusively sulfones, whereas sulfoxides are the only products obtained in trifluoroacetic acid, trifluoroethanol, and telomeric polyfluorinated alcohols of the general formula H(CF2)nCH2OH. The oxidation mechanism and dependences of the rates of the first and second oxidation stages on the substitution in the vinyl group and solvent nature are discussed. The reaction of ethyl 2,2-dichlorovinyl sulfoxide with bromine gives EtS(O)CHBrCBrCl2 adduct and products of its further transformations.
- Shainyan,Danilevich
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p. 1749 - 1754
(2007/10/03)
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- Electrochemical Deblocking, III. - On the Electrochemical Reduction of β-Haloethyl Diphenylphosphates
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Controlled potential electroreduction of the β-haloethyl diphenylphosphates 3a-e at the mercury cathode yielded diphenylphosphate.The dependence of the reduction potentials on the halogen used and the influence of geminal halogens has been investigated by cyclic voltammetry (Figure 1, Table 1).Preparative electroreduction and its possible by-products depending upon the conditions used in the electrolysis have been analyzed and discussed.
- Engels, Joachim
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p. 557 - 563
(2007/10/02)
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