NMR spectra and configurations of monosubstituted glyoximes

  • Yu. A. Strelenko
  • O. A. Rakitin
  • L. I. Khmel'nitskii
Physical Chemistry
  • 31 Downloads

Abstract

By comparing the results of multinuclear NMR spectroscopy we have determined unequivocally the structures of the E,E and Z,E isomers of monosubstituted methyl-, phenyl-, and chloroglyoximes. Criteria are given for determining the structure of other glyoximes.

Keywords

Spectroscopy Methyl Phenyl Glyoximes 

Preview

Unable to display preview. Download preview PDF.

Unable to display preview. Download preview PDF.

Literature cited

  1. 1.
    A. Hantzsch, Ber,25, 708 (1892); A. Hantzsch and A. Werner, Ber.23, 24 (1890).Google Scholar
  2. 2.
    E. Borello and M. Colombo, Gazz. Chim. Ital.,87, 615 (1957).Google Scholar
  3. 3.
    H. E. Ungnade, G. Fritz, and L. W. Kissinger, Tetrahedron,19, 235 (1963).Google Scholar
  4. 4.
    C. Pigenet, J. Armand, and H. Lumbroso, C. R. Acad. Sci. Ser. C. 1,275, 63 (1972).Google Scholar
  5. 5.
    G. J. Karabatsos and R. A. Taller, Tetrahedron,24, 3347 (1968).Google Scholar
  6. 6.
    G. E. Hawkes, K. Herwig, and J. D. Roberts, J. Org. Chem.,39, 1017 (1974).Google Scholar
  7. 7.
    D. Crepaux, J. M. Lehn, Org. Magn. Reson.,7, 524 (1975); Yu. Yu. Popelis, E. E. Lie-pin'sh, and E. Ya. Lukevich, Khim. Geterotsikl. Soedin., 1172 (1985).Google Scholar
  8. 8.
    M. Tanaka, T. Shono, and K. Shirna, Anal. Chim. Acta,46, 125 (1969).Google Scholar
  9. 9.
    S. Kinoshita, H. Wakita, and I. Masuda, Bull. Chem. Soc. Jpn.,59, 653 (1986).Google Scholar
  10. 10.
    L. B. Krivdin, G. A. Kalabin, R. N. Nesterenko, and B. A. Trofimov, Tetrahedron Lett.,25, 4817 (1984); R. Fruttero, R. Calvino, B. Ferrarotti, et al., J. Chem. Soc. Perkin Trans. 2, 523 (1987).Google Scholar
  11. 11.
    R. R. Fraser and M. Bresse, Can. J. Chem.,61, 576 (1983).Google Scholar
  12. 12.
    L. F. Chertanova, A. I. Yanovskii, Yu. T. Struchkov, et al., Zh. Strukt. Khim., No. 6, 112 (1989).Google Scholar
  13. 13.
    M. Witanowski, L. Stefaniak, H. Januszewski, et al., Tetrahedron,29, 2833 (1973); J. Mason, W. Bronswijk, and G. Vinter, J. Chem. Soc. Perkin Trans. 2, 469 (1977); N. Naulet and G. J. Martin, Tetrahedron Lett., 1493 (1979).Google Scholar
  14. 14.
    G. W. Buchanan and D. A. Dawson, Can. J. Chem.,50, 2928 (1972);56, 2200 (1978).Google Scholar
  15. 15.
    A. Hantzsch and W. Wild, Lieb. Ann.,289, 285 (1896); A. Hantzsch, Ber.,25, 708 (1892); J. V. Burakevich, A. M. Lore, and G. P. Vollp, J. Org. Chem.,36, 1 (1971).Google Scholar

Copyright information

© Plenum Publishing Corporation 1990

Authors and Affiliations

  • Yu. A. Strelenko
    • 1
  • O. A. Rakitin
    • 1
  • L. I. Khmel'nitskii
    • 1
  1. 1.N. D. Zelinskii Institute of Organic ChemistryUSSR Academy of SciencesMoscow

Personalised recommendations