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Addition of Electrochemically Generated Chalcogenolate Anions and/or Radicals on the Activated Double Bond

  • Jiří Ludvík
  • David Dvořák
  • Eva Neugebauerová
  • František Liška
Conference paper

Abstract

The electrochemical reduction of aromatic dichalcogenides (ArEEAr, where E=S,Se,Te) in aprotic media proceeds bielectronically yielding corresponding chalcogenolates ArE- in the overall reaction
$$Ar - E - E - Ar2Ar - {E^ - }$$
The more detailed comparison of analogous S-, Se-and Te-derivatives1 shows differences in the reduction mechanism and in the reactivity in electrosynthesis, especially when mercury electrodes are used. Disulfides do not react spontaneously with mercury metal and their reduction proceeds irreversibly following an ECE mechanism where the existence of a radical intermediate is assumed2.

Keywords

Addition Reaction Radical Intermediate Aprotic Media Reduction Proceeds Unsaturated Substrate 
These keywords were added by machine and not by the authors. This process is experimental and the keywords may be updated as the learning algorithm improves.

References

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    J. Ludvik and B. Nygaard, J Electroanal. Chem., 423, 1–11 (1997).CrossRefGoogle Scholar
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    F. Pragst - J. Electroanal. Chem., 119, 315 (1981).CrossRefGoogle Scholar
  3. 3.
    J. Ludvik and B. Nygaard, Electrochim. Acta, 41, 1661 (1996).CrossRefGoogle Scholar
  4. 4.
    D. Dvorak, E. Neugebauerovâ, F. Liska and J. Ludvik, Collect. Czech Chem.Commun., - in printGoogle Scholar
  5. 5.
    D. Dvofk, PhD Thesis, VSCHT Prague 1995.Google Scholar

Copyright information

© Springer Japan 1998

Authors and Affiliations

  • Jiří Ludvík
    • 1
  • David Dvořák
    • 1
    • 2
  • Eva Neugebauerová
    • 2
  • František Liška
    • 2
  1. 1.J. Heyrovský Institute of Physical ChemistryAcademy of Sciences of the Czech RepublicPrague 8Czech Republic
  2. 2.Department of Organic ChemistryPrague Institute of Chemical TechnologyPrague 6Czech Republic

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