Abstract
The UV spectra of 2-, 3-, 4-, 6-, and 8-vinyloxyquinolines were obtained, and their structures were subjected to quantum-chemical calculation within the Pariser-Parr-Pople (PPP) π-electron approximation in order to ascertain the effect of the vinyloxy group on the nature of their electron transitions and on their electronic structures. A linear relationship between the difference in the π charges on the carbon atoms of the vinyl group and its integral intensity in the IR spectra was established. As a result it was concluded that there is an analogy between the orienting effect of the suhstituents in benzenes and the interaction of the vinyloxy group with the nitrogen atom in vinyloxyquinolines. The polarity of the vinyl group in vinyloxyquinoline hydrochlorides was estimated on the basis of the established dependence.
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 12, pp. 1662–1665, December, 1977.
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Taryashinova, D.S.D., Chipanina, N.N., Brodskaya, E.I. et al. Intramolecular interactions in vinyloxyquinolines. Chem Heterocycl Compd 13, 1328–1331 (1977). https://doi.org/10.1007/BF00469897
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DOI: https://doi.org/10.1007/BF00469897