Advertisement

Chemistry of Heterocyclic Compounds

, Volume 16, Issue 5, pp 550–552 | Cite as

Synthesis and properties of 1,2,3-triazoles that contain a ferrocenyl ring

  • V. I. Boev
  • V. N. Kushnir
  • M. I. Shevchuk
  • A. V. Dombrovskii
Article
  • 54 Downloads

Abstract

Ferrocenesulfonyl azide reacts with a number of aroylmethylenetriphenylphosphinomethylenes in dry methylene chloride to give 1,4,5-trisubstituted 1,2,3-triazoles (61–77% yields), which are readily converted to 4,5-disubstituted 1,2,3-triazoles and ethyl ferrocenesulfonate when they are refluxed in ethanol. The known tri-phenylphosphazo ferrocenyl sulfone and ethyl diazoacetate are formed in the case of the reaction of ferrocenesulfonyl azide with carbethoxymethylenetriphenylphosphinomethylene. The structures of the synthesized compounds were proved by the results of elementary analysis and IR, UV, and mass spectroscopy.

Keywords

Spectroscopy Methylene Chloride Sulfone Mass Spectroscopy 
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.

Preview

Unable to display preview. Download preview PDF.

Unable to display preview. Download preview PDF.

Literature cited

  1. 1.
    V. I. Boev, A. S. Osipenko, and A. V. Dombrovskii, Zh. Obshch. Khim.,47, 426 (1977).Google Scholar
  2. 2.
    A. V. Dombrovskii, M. I. Shevchuk, V. I. Boev, and V. N. Kushnir, Summaries of Papers Presented at the Anniversary Conference on the Chemistry of Organophosphorus Compounds [in Russian], Kiev (1977), p. 103.Google Scholar
  3. 3.
    M. I. Shevchuk and A. V. Dombrovskii, Zh. Obshch. Khim.,33, 1263 (1963).Google Scholar
  4. 4.
    R. H. Abramovitsch, C. I. Azogu, and R. G. Sutherland, Chem. Commun., 1439 (1969).Google Scholar
  5. 5.
    G. R. Harvey, J. Org. Chem.,31, 1587 (1966).Google Scholar
  6. 6.
    L. Bellamy, Infrared Spectra of Complex Molecules, Methuen, London (1958).Google Scholar
  7. 7.
    A. N. Nesmeyanov, L. A. Kazitsyna, B. V. Lokshin, and I. I. Kritskaya, Dokl. Akad. Nauk SSSR,117, 433 (1957).Google Scholar
  8. 8.
    Z. W. Hartzel and F. R. Berson, J. Am. Chem. Soc.,76, 667 (1954).Google Scholar
  9. 9.
    C. S. Rondestvedt and P. K. Chang, J. Am. Chem. Soc.,77, 6532 (1955).Google Scholar
  10. 10.
    G. D. Smitson, A. K. Bhattacharya, and F. L. Hedberg, Org. Mass Spectrom.,4, 383 (1970).Google Scholar

Copyright information

© Plenum Publishing Corporation 1980

Authors and Affiliations

  • V. I. Boev
    • 1
  • V. N. Kushnir
    • 1
  • M. I. Shevchuk
    • 1
  • A. V. Dombrovskii
    • 1
  1. 1.Chernovtsy State UniversityChernovtsy

Personalised recommendations