Polarographic Reduction of Aldehydes and Ketones. V. Reduction Course of Some β-Ketosulphides and Effects of Alkyl Groups on Sulphur

  • I. Šestáková
  • J. Pecka
  • P. Zuman

Abstract

β-Ketosulphides of the type C6H5COCH2CH(C6H5)SR are reduced at the carbonyl group. The protonized carbonyl group is reduced in two one-electron steps, the unprotonized form in one two-electron process, which differs from the reduction of corresponding β-aminoketones. The effects of alkyl groups at sulphur and nitrogen on the reduction of the carbonyl group are compared.

Keywords

Sulphide Mercury Aldehyde Phenyl Carbonyl 

Preview

Unable to display preview. Download preview PDF.

Unable to display preview. Download preview PDF.

Literature

  1. 1.
    Sestdkovd I.: Thesis. Czechoslovak Academy of Sciences, Prague 1967.Google Scholar
  2. 2.
    Lund H.: Acta Chem. Scand. 14, 1927 (1960).CrossRefGoogle Scholar
  3. 3.
    Zuman P., Tang S. Y.: This Journal 28, 1524 (1963).Google Scholar
  4. 4.
    Saveant J. M.: Compt. Rend. 257, 448 (1963).Google Scholar
  5. 5.
    Zuman P.: Substituent Effects in Organic Polarography. Plenum Press, New York 1967.Google Scholar
  6. 6.
    Holub I., Nemec L.: Unpublished results.Google Scholar
  7. 7.
    Thompson R. B.: Ind. Eng. Chem. 43, 1638 (1951).CrossRefGoogle Scholar
  8. 8.
    Kipnis F., Ornfelt J.: J. Am. Chem. Soc. 71, 3554 (1949).CrossRefGoogle Scholar
  9. 9.
    Meguerian G., Clapp L. B.: J. Am. Chem. Soc. 73, 486 (1951). 10. Nicolet B. H.: J. Am. Chem. Soc. 57, 1098 (1935).CrossRefGoogle Scholar
  10. 10.
    Kalousek M.: This Journal 13, 105 (1948); Chem. listy 40, 149 (1946).Google Scholar
  11. 11.
    Zuman P., Hordk V.: This Journal 26, 187 (1961).Google Scholar
  12. 12.
    Zuman P.: This Journal 33, 2548 (1968).Google Scholar
  13. 13.
    Zuman P., Hordk V.: This Journal 26, 187 (1961).Google Scholar
  14. 14.
    Taft R. W., jr. in the book: Steric Effects in Organic Chemistry ( M.S. Newman, Ed.). Wiley, New York 1956.Google Scholar
  15. 15.
    Hoefelmeyer A. B., Hancock C. K.: J. Am. Chem. Soc. 77, 4746 (1955).CrossRefGoogle Scholar
  16. 16.
    Sestdkovd I., Hordk V., Zuman P.: This Journal 31, 3889 (1966).Google Scholar

Copyright information

© Plenum Publishing Company Ltd. 1970

Authors and Affiliations

  • I. Šestáková
    • 1
  • J. Pecka
    • 2
  • P. Zuman
    • 1
  1. 1.J. Heyrovský Institute of PolarographyCzechoslovak Academy of SciencesPragueCzech Republic
  2. 2.Department of Organic ChemistryCharles UniversityPragueCzech Republic

Personalised recommendations