Chemistry of Heterocyclic Compounds

, Volume 2, Issue 4, pp 413–420 | Cite as

Application of the method of molecular orbitals to investigating the effects of conjugation between phenyl and 5-membered N-heteroatom rings

  • V. I. Minkin
  • S. F. Pozharskii
  • Yu. A. Ostroumov


Using a Hückel approach in conjunction with the LCAO MO method, calculations are made of π-electron configurations for a number of N- and C-phenyl derivatives of 5-membered nitrogen heterocyclic rings. Using these results, interaction effects between phenyl and heterocyclic ring systems are considered, as well as UV spectra, dipole moments, and reactivities of the compounds investigated.


Nitrogen Organic Chemistry Phenyl Interaction Effect Dipole Moment 
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  1. 1.
    A. M. Simonov, N. D. Vitkevich, and S. Ya. Zheltonozhko, ZhOKh, 30, 2688, 1960.Google Scholar
  2. 2.
    A. M. Simonov and A. F. Pozharskii, ZhOKh, 33, 2350, 1963.Google Scholar
  3. 3.
    L. N. Pushkina, S. A. Mazalov, and I. Ya. Postovskii, ZhOKh, 32, 2625, 1962.Google Scholar
  4. 4.
    A. F. Pozharskii, Master's Thesis, Rostov-on-Don State University, 1963.Google Scholar
  5. 5.
    A. F. Pozharskii and A. M. Simonov, ZhOKh, 34, 224, 1964.Google Scholar
  6. 6.
    A. F. Pozharskii, ZhOKh, 34, 630, 1964.Google Scholar
  7. 7.
    L. E. Orgel, F. L. Cottrell, W. Dick, and L. E. Sutton, Trans. Farad. Soc., 47, 113, 1951.Google Scholar
  8. 8.
    A. J. Owen, Tetrahedron., 14, 237, 1961.Google Scholar
  9. 9.
    G. Del Re, J. Chem. Soc., 3324, 1962.Google Scholar
  10. 10.
    H. Hamano and H. Hameka, Tetrahedron., 18, 985, 1962.Google Scholar
  11. 11.
    A. Streitwieser, Molecular Orbital Theory, N.Y., 1961.Google Scholar
  12. 12.
    L. Pauling and Sherman, J. Chem. Phys., 1, 606, 679, 1933.Google Scholar
  13. 13.
    H. Walba and R. W. Isensee, J. Org. Chem., 26, 2789, 1961.Google Scholar
  14. 14.
    M. R. Atkinson, E. A. Parkes, and J. B. Polya, J. Chem. Soc., 4256, 1954.Google Scholar
  15. 15.
    D. D. Monte, A. Mangini, and A. Passerini, Gazz. chim. ital., 86, 797, 1956.Google Scholar
  16. 16.
    D. D. Monte, A. Mangini, R. Passerini, and C. Zauli, Gazz. chim. ital., 88, 977, 1958.Google Scholar
  17. 17.
    B. Elpern and F. C. Nachod, J. Am. Chem. Soc., 72, 3379, 1950.Google Scholar
  18. 18.
    G. Leandri, A. Mangini, F. Montanari, and R. Passerini, Gazz. chim. ital., 85, 769, 1955.Google Scholar
  19. 19.
    H. Schubert and H. P. Baumann, Z. Phys. Chem., 203, 351, 1954.Google Scholar
  20. 20.
    V. I. Minkin, O. A. Osipov, V. A. Kogan, R. R. Shagidullin, R. A. Terent'eva, and O. L. Raevskii, ZhFKh, 38, 1718, 1964.Google Scholar
  21. 21.
    H. Kofod, L. E. Sutton, and J. Jackson, J. Chem. Soc., 1467, 1952.Google Scholar
  22. 22.
    O. A. Osipov, V. I. Minkin, and Yu. B. Kletenik, Dipole Moments Manual [in Russian], Rostov-on-Don State University Press, 1961.Google Scholar
  23. 23.
    Heterocyclic Compounds [Russian translation], IL, Moscow, 5, 1961.Google Scholar
  24. 24.
    R. Forsyth and F. Pymann, J. Chem. Soc., 397, 1930.Google Scholar
  25. 25.
    S. A. Hiller, I. B. Mazheika, and I. I. Grandberg, KhGS [Chemistry of Heterocyclic Compounds], p. 107, 1965.Google Scholar

Copyright information

© The Faraday Press, Inc. 1967

Authors and Affiliations

  • V. I. Minkin
    • 1
  • S. F. Pozharskii
    • 1
  • Yu. A. Ostroumov
    • 1
  1. 1.Rostov-on-Don State UniversityUSSR

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