Skip to main content
SpringerLink
Log in

Three-dimensional structures and chemical-ionization mass spectra of isomeric oximes of 2-substituted 3-quinuclidones

  • Published:
Chemistry of Heterocyclic Compounds Aims and scope

Abstract

The chemical-ionisation (CI; isobutane and ammonia as the reactant gases) mass spectra of 2-arylmethylene-3-quinuclidone oximes, which can exist in syn-cis, anti-cis, and syn-trans isomeric forms, were studied. A significant difference in the CI spectra of the cis and trans isomers, which makes it possible to unambiguously determine the configuration of the substituent in the 2 position, was established. It was found that the CI spectra of the syn and anti isomers differ substantially with respect to the ratios of the intensities of the MH+ and [MH — CH4]+ ion peaks (IMH+/I[MH — CH4]+), and this makes it possible to identify the syn and anti isomers by comparison of their individual CI spectra. The spatial configurations of 2-furyl- and 2-thienylmethylene-3-quinuclidones were established on the basis of the principles found.

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

Access this article

Log in via an institution

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

Instant access to the full article PDF.

Institutional subscriptions

Similar content being viewed by others

Literature cited

  1. T. Ya. Filipenko, O. I. Gorbyleva, K. F. Turchin, O. S. Anisimova, E. M. Peresleni, E. E. Mikhlina, Yu. N. Sheinker, and L. N. Yakhontov, Khim. Geterotsikl. Soedin., No. 5, 666 (1981).

    Google Scholar 

  2. O. I. Gorbyleva, T. Ya. Filipenko, E. E. Mikhlina, K. F. Turchin, Yu. N. Sheinker, and L. N. Yakhontov, Khim Geterotsikl. Soedin., No. 9, 1232 (1982).

    Google Scholar 

  3. A. Maquestiau, Y. van Haverberke, and R. Flamana, Org. Mass Spectrom., 15, 80 (1980).

    Google Scholar 

Download references

Author information

Authors and Affiliations

  1. S. Ordzhonikidze All-Union Scientific-Research Institute of Pharmaceutical Chemistry, 119021, Moscow

    O. S. Anisimova, Yu. N. Sheinker, E. E. Mikhlina, O. I. Gorbyleva & L. N. Yakhontov

Authors
  1. O. S. Anisimova
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. Yu. N. Sheinker
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. E. E. Mikhlina
    View author publications

    You can also search for this author in PubMed Google Scholar

  4. O. I. Gorbyleva
    View author publications

    You can also search for this author in PubMed Google Scholar

  5. L. N. Yakhontov
    View author publications

    You can also search for this author in PubMed Google Scholar

Additional information

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 10, pp. 1380–1383, October, 1983.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Anisimova, O.S., Sheinker, Y.N., Mikhlina, E.E. et al. Three-dimensional structures and chemical-ionization mass spectra of isomeric oximes of 2-substituted 3-quinuclidones. Chem Heterocycl Compd 19, 1099–1101 (1983). https://doi.org/10.1007/BF00505765

Download citation

  • Received:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF00505765

Keywords

Search

Navigation