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Special features of the electroreduction of alkyl-(2-pyridyl) sulfones

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Abstract

The electrochemical behavior of methyl- and tert-butyl-(2-pyridyl) sulfones at a mercury cathode is studied in anhydrous dimethylformamide (DMF) and water-organic (DMF, n-aliphatic alcohols) solvents by the methods of polarography and preparative electrolysis. It is found that the presence of a pyridine fragment in sulfones governs the diversity of electrode reactions including those that involve the material of cathode (mercury). The effect of the nature and composition of the organic component of a solvent on the direction of C-S bond cleavage is discussed. The aromatic heterocyclic fragment is selectively splitted out in the electrolysis of sulfone at a glassy-carbon cathode in a 60% EtOH-H2O system containing LiCl, the supporting electrolyte salt.

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Authors and Affiliations

  1. Zelinsky Institute of Organic Chemistry Russian Academy of Sciences, Moscow, Russia

    L. M. Korotaeva, T. Ya. Rubinskaya, I. A. Rybakova & V. P. Gultyai

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  1. L. M. Korotaeva
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  2. T. Ya. Rubinskaya
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  3. I. A. Rybakova
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  4. V. P. Gultyai
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Correspondence to L. M. Korotaeva.

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Original Russian Text © L.M. Korotaeva, T.Ya. Rubinskaya, I.A. Rybakova, V.P. Gultyai, 2007, published in Elektrokhimiya, 2007, Vol. 43, No. 10, pp. 1228–1233.

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Korotaeva, L.M., Rubinskaya, T.Y., Rybakova, I.A. et al. Special features of the electroreduction of alkyl-(2-pyridyl) sulfones. Russ J Electrochem 43, 1164–1169 (2007). https://doi.org/10.1134/S1023193507100096

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  • DOI: https://doi.org/10.1134/S1023193507100096

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