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Spectroscopic study of hydrogen bonding in aminoanthrapyridones

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

By an analysis of the IR spectra of solutions of aminoanthrapyridones in chloroform it was demonstrated that the primary and secondary amino groups in the 1 and 6 positions form an intermolecular hydrogen bond with the CO groups; the amino groups in the 6 position form a stronger hydrogen bond. An anomalous form of the absorption band of the stretching vibrations of the NH group was detected in the IR spectrum of 6-n-hexylamino-3-ethylanthrapyridone. The long-wave band in the electronic spectra of aminoanthrapyridone is related to the band of charge transfer of the unshared pair of electrons of the amino nitrogen atom to the π system of the rings.

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Literature cited

  1. B. E. Zaitsev and T. A. Mikhailova, Khim. Geterotsikl. Soedin., 812 (1974).

  2. B. M. Krasovitskii, D. G. Pereyaslova, Yu. M. Vinetskaya, and M. V. Kazankov, Zh. Prikl. Khim., 42, 956 (1969).

    Google Scholar 

  3. M. A. Lukin, P. M. Aronovich, and G. P. Brin, Zh. Obshch. Khim., 20, 2219 (1950).

    Google Scholar 

  4. T. S. Simon and J. B. Rogers, J. Org. Chem., 26, 4352 (1961).

    Google Scholar 

  5. B. M. Krasovitskii, P. G. Pereyaslova, B. A. Zadorozhnyi, Yu. M. Vinetskaya, N. S. Pivnenko, and M. V. Kazankov, Zh. Prirodn. Soedin., 15, 461 (1971).

    Google Scholar 

  6. B. E. Zaitsev, V. M. Allenov, L. B. Preobrazhenskaya, and B. N. Kolokolov, Zh. Fiz. Khim., 45, 2132 (1970).

    Google Scholar 

  7. D. A. Ramsay, J. Amer. Chem. Soc., 72, 74 (1952).

    Google Scholar 

  8. G. M. Badger and A. G. Moritz, J. Chem. Soc., 3437 (1958).

  9. L. J. Bellamy and R. L. Williams, Spectrochim. Acta, 9, 341 (1957).

    Google Scholar 

  10. B. E. Zaitsev and V. M. Allenov, Zh. Fiz. Khim., 45, 1333 (1971).

    Google Scholar 

  11. M. V. Kazankov and G. I. Putsa, Khim. Geterotsikl. Soedin., 830 (1973).

  12. M. V. Kazankov and V. N. Ufimtsev, Khim. Geterotsikl. Soedin., 373 (1972).

  13. M. V. Kazankov, G. I. Putsa, and L. L. Mukhina, Khim. Geterotsikl. Soedin., 1651 (1972).

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Authors and Affiliations

  1. Scientific-Research Institute of Organic Intermediates and Dyes, Moscow

    B. E. Zaitsev, T. A. Mikhailova & M. V. Kazankov

Authors
  1. B. E. Zaitsev
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  2. T. A. Mikhailova
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  3. M. V. Kazankov
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Additional information

Communication VI from the series “Structures and Properties of Dyes.” See [1] for communication V.

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 10, pp. 1357–1363, October 1974.

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Zaitsev, B.E., Mikhailova, T.A. & Kazankov, M.V. Spectroscopic study of hydrogen bonding in aminoanthrapyridones. Chem Heterocycl Compd 10, 1185–1191 (1974). https://doi.org/10.1007/BF00470160

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  • DOI: https://doi.org/10.1007/BF00470160

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