Skip to main content
Log in

Dissociative ionization of substituted piperideines

  • Published:
Chemistry of Heterocyclic Compounds Aims and scope

Abstract

The fragmentation of different alkyl(aryl) substituted piperideines [tetrahydro-pyridines] was studied by analyzing high-resolution mass spectra and DADI [Direct Analysis of Daughter Ions] spectra. It was shown that the retrodiene decomposition of the ring is suppressed by competing processes of elimination of ring substitutents. The nature of the substituents and their mutual disposition on the ring have a substantial influence on the extent of their cleavage from the ring.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Similar content being viewed by others

Literature Cited

  1. Yu. A. Berlin and A. N. Kost, Usp. Khim., 29, 220 (1960).

    Google Scholar 

  2. S. Yu. Yunusov, Alkaloids [in Russian], Fan, Tashkent, (1974).

    Google Scholar 

  3. A. M. Dufield, H. Budzikiewicz, and C. Djerassi, J. Am. Chem. Soc., 87, 2926 (1965).

    Google Scholar 

  4. W. L. Fitch and C. Djerassi, J. Am. Chem. Soc., 96, 4917 (1974)

    Google Scholar 

  5. H. Schwarz and F. Bohlmann, Org. Mass Spectrom., 7, 1199 (1973).

    Google Scholar 

  6. T. Imagawa, K. Sisido, and M. Kawanisi, Bull. Chem. Soc. Jpn., 46, 2922 (1973).

    Google Scholar 

  7. F. Bohlmann, R. Herrmann, W. Mathar, and H. Schwarz, Chem. Ber., 107, 1081 (1974).

    Google Scholar 

  8. F. Tureček and V. Hanuš, Mass Spectrom. Rev., 3, 85 (1984).

    Google Scholar 

  9. N. S. Prostakov, Khanna Bu Khabib, V. A. Rezakov, A. A. Fomichev, L. M. Kirillova, and

  10. N. S. Vul'fson and V. G. Zaikin, A. I. Mikaya, Mass Spectrometry of Organic Compounds [in Russian], Khimiya, Moscow, 1986.

    Google Scholar 

  11. A. I. Ermakov and Yu. N. Sheinker, Khim. Geterotsikl. Soedin., No. 2, 221 (1981).

    Google Scholar 

  12. E. E. Stashenko, P. I. Zakharov, V. V. Kuznetsov, L. A. Gaivoronskaya, B. S. Subbotín,

  13. N. S. Prostakov and L. A. Gaivoronskaya, Zh. Obshch. Khim., 32, 76 (1962).

    Google Scholar 

  14. N. S. Prostakov, I. V. Eliseeva, Khanna Bu Khabib, L. M. Kirillova, and A. E. Prostakov and N. S. Prostakov, Khim. Geterotsikl. Soedin., No. 6, 813 (1988).

    Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Additional information

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 6, pp. 795–800, June, 1988.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Stashenko, E.E., Zakharov, P.I., Kuznetsov, V.V. et al. Dissociative ionization of substituted piperideines. Chem Heterocycl Compd 25, 657–662 (1989). https://doi.org/10.1007/BF00470025

Download citation

  • Received:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF00470025

Keywords

Navigation