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Cathode generation of thiolate anions and the correlation between their oxidationE 1/2 and nucleophilic reactivity

  • Physical Chemistry
  • Published:
Bulletin of the Russian Academy of Sciences, Division of chemical science Aims and scope

Abstract

Cathode reduction of a series of aliphatic, aromatic, and heteroaromatic thiols on a rotating disk Pt electrode in abs. MeCN against the background of 0.1N Bu4NClO4 was investigated. It was found that this process results in the formation of the corresponding thiolate anions whose oxidation half-wave potentials are linearly correlated with their nucleophilicity in theS N 2 reaction.

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Authors
  1. M. E. Niyazymbetov
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  2. L. I. Lysykh
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  3. L. D. Konyushkin
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  4. V. P. Litvinov
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  5. V. A. Petrosyan
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Additional information

N. D. Zelinskii Institute of Organic Chemistry, Russian Academy of Sciences, 117913 Moscow. Translated fromIzvestiya Akademii Nauk, Seriya Khimicheskaya, No. 11, pp. 2539–2544, November, 1992.

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Niyazymbetov, M.E., Lysykh, L.I., Konyushkin, L.D. et al. Cathode generation of thiolate anions and the correlation between their oxidationE 1/2 and nucleophilic reactivity. Russ Chem Bull 41, 1998–2002 (1992). https://doi.org/10.1007/BF00863362

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  • DOI: https://doi.org/10.1007/BF00863362

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