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Steric effect of substituents on the nature of the chromophore in δ9,10-octahydro-4-quinolones

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

The study of the behavior of cisoid two-ring ketones from substituted cyclohexanones and (−)-menthone was continued. The steric effect of a bulky substituent attached to the 8-C atom of the quinolone system on the conformation of the molecule was established; this effect leads to disruption of the conjugation of the p-electron pair of the nitrogen atom in the enamino ketone portion of the chromophore.

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Literature cited

  1. V. M. Potapov, V. M. Dem'yanovich, T. V. Skvortsova, and V. V. Melekhina, Vestn. Mosk. Gos. Univ., No. 4, 459 (1977).

    Google Scholar 

  2. A. A. Kiryushkin, V. M. Potapov, G. V. Kiryushkina, and G. N. Koval', Zh. Obshch. Khim., 42, 936 (1972).

    Google Scholar 

  3. V. M. Potapov, G. V. Grishina, E. V. Korotkov, and G. N. Koval', Khim. Geterotsikl. Soedin., No. 4, 511 (1976).

    Google Scholar 

  4. V. M. Potapov, G. V. Kiryushkina, G. N. Koval', and G. P. Tokmakov, Khim. Geterotsikl. Soedin., No. 4, 541 (1972).

    Google Scholar 

  5. G. Snatzke, Optical Rotatory Dispersion and Circular Dichroism in Organic Chemistry [Russian translation], Mir, Moscow (1970).

    Google Scholar 

  6. K. Hohenlohe-Ochringen and G. Zimmer, Monatsh., 94, 1225 (1963).

    Google Scholar 

  7. N. J. Leonard, F. E. Fischer, E. Barthel, J. Figneras, and W. C. Wildman, J. Am. Chem. Soc., 73, 2371 (1951).

    Google Scholar 

  8. G. Stork and S. M. McElvain, J. Am. Chem. Soc., 69, 971 (1947).

    Google Scholar 

  9. E. Beckmann, Ann., 250, 322 (1888).

    Google Scholar 

  10. Advances in Organic Chemistry [Russian translation], Vol. 4, Mir, Moscow (1966), p. 109.

  11. L. K. Fridlin, N. M. Nazarova, and D. L. Badalova, Uzbeksk. Khim. Zh., 9, No. 6, 23 (1965).

    Google Scholar 

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Authors and Affiliations

  1. M. V. Lomonosov Moscow State University, 117234, Moscow

    V. M. Potapov, G. V. Grishina & G. N. Koval'

Authors
  1. V. M. Potapov
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  2. G. V. Grishina
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  3. G. N. Koval'
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Additional information

Communication XLV from the series “Stereochemical studies.” See [1] for communication XLIV.

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 4, pp. 508–510, April, 1978.

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Potapov, V.M., Grishina, G.V. & Koval', G.N. Steric effect of substituents on the nature of the chromophore in δ9,10-octahydro-4-quinolones. Chem Heterocycl Compd 14, 416–418 (1978). https://doi.org/10.1007/BF00472157

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  • DOI: https://doi.org/10.1007/BF00472157

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