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Spiroypyrans from nitrogen heterocycles application of the Mo method

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

Calculation by the LCAO MO method showed that the formation and stability of spiropyrans obtained by the condensation of quaternary salts of nitrogen heterocycles with salicylaldehyde depend on the magnitude of the positive charge on the carbon atom at which the pyran ring is closed and on the magnitude of the localization energy of this reaction center. New representatives of spiropyrans based on 5,10-dimethyl-4,9-diazapyrene were synthesized.

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Literature cited

  1. E. B. Knott, J. Chem. Soc., 3068 (1951).

  2. V. P. Martynova, I. A. Sinitsina, N. A. Shelepin, É. R. Zakhs, V. I. Minkin, and L. S. Éfros, Khim. Geterotsikl. Soedin., 167 (1971).

  3. R. Wizinger and H. Wennig, Helv. Chim. Acta, 23, 247 (1940).

    Google Scholar 

  4. M. V. Savost'yanova, Trudy GOI im. S. I. Vavilova, 36, 70 (1969).

    Google Scholar 

  5. A. Streitwieser, Molecular Orbital Theory for Organic Chemists, Wiley (1961).

  6. L. Pujol and A. Julg, Tetrahedron, 21, 717 (1965).

    Google Scholar 

  7. R. Heiligman, Y. Hirschberg, and E. Fischer, J. Chem. Soc., 156 (1961).

  8. R. Heiligman, Y. Hirschberg, and E. Fischer, J. Phys. Chem., 66, 2465 (1962).

    Google Scholar 

  9. W. L. Mosby, J. Org. Chem., 22, 671 (1957).

    Google Scholar 

  10. L. V. Alam, K. V. Veksler, and L. S. Éfros, Khim. Geterotsikl. Soedin., 133 (1970).

  11. E. F. Lier and S. Hünig, Angew. Chem., 80, 799 (1968).

    Google Scholar 

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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 4, pp. 447–450, April, 1971.

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Veksler, K.V., Zakhs, É.R., Treiger, V.M. et al. Spiroypyrans from nitrogen heterocycles application of the Mo method. Chem Heterocycl Compd 7, 416–419 (1971). https://doi.org/10.1007/BF00471474

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  • DOI: https://doi.org/10.1007/BF00471474

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