Chemistry of Heterocyclic Compounds

, Volume 4, Issue 2, pp 218–220 | Cite as

An intramolecular charge-transfer complex in hydrogenated quinolines

  • L. P. Zalukaev
  • R. P. Vorob'eva


The IR spectra of 6R-2,2,4-trimethyl-1,2-dihydroquinolines (I) and 6-R2,2,4-ttimethyl-1,2,3,4-tetrahydroquinolines (II) with R=H, CH3, OCH3, and OC2H5 and those of their acetyl derivatives have been studied. The change in the intensity and the frequencies of the bands of the stretching vibrations of the C–N and C=C bonds and the ring with a change in the structure of the molecule have been considered. The considerable differences in the IR and UV spectra of I and II are explained by the fact that in the I series the interaction between the pelectrons of the nitrogen and the π-electrons of the double bond (of the CTC type) and in the II series that of the ϱ-electrons of the nitrogen with the aromatic ring is predominant.


Nitrogen Organic Chemistry Double Bond Acetyl Aromatic Ring 
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  1. 1.
    L. P. Zalukaev, R. P. Vorob'eva, and E. N. Ivanova, ZhPS [Journal of Applied Spectroscopy],6, 366, 547, 1967.Google Scholar
  2. 2.
    L. P. Zalukaev, R. P. Vorob'eva, and G. A. Vanina, KhGS, collection:1, p. 124, 1967.Google Scholar
  3. 3.
    A. R. Katritzky, ed., Physical Methods in the Chemistry of Heterocyclic Compounds [Russian translation], Khimiya, Moscow and Leningrad, 1966.Google Scholar
  4. 4.
    Yu. N. Sheinker and E. M. Peresleni, ZhFKh,36, 1705, 1962.Google Scholar
  5. 5.
    K. Nakanishi, Absorption Spectroscopy. Practical [Russian translation], Mir, Moscow, 1965.Google Scholar
  6. 6.
    L. Bellamy, Infrared Spectra of Complex Molecules [Russian translation], IL, Moscow, p. 107, 1963.Google Scholar
  7. 7.
    L. Ferguson and J. Nnadi, J. Chem. Educ.,42, 529, 1959.Google Scholar
  8. 8.
    A. R. Katritzky and R. A. Jones, J. Chem. Soc., 2067, 1959.Google Scholar
  9. 9.
    D. A. Ramsay, J. Am. Chem. Soc.,74, 72, 1952.Google Scholar

Copyright information

© The Faraday Press, Inc. 1970

Authors and Affiliations

  • L. P. Zalukaev
    • 1
  • R. P. Vorob'eva
    • 1
  1. 1.Voronezh State UniversityUSSR

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