Abstract
The π-electron charges, bond orders, dipole moments, and electronic spectra of benzoquinolines were calculated by the self-consistent-field (SCF) method with allowance for the coulombic repulsion of the electrons; the results of the calculations were in satisfactory agreement with the experimental data. The effect of the position of annelation of the benzene ring on the electronic characteristics of benzoquinolines and their basicities and behavior during hetarylation in the presence of acyl halides was evaluated.
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Additional information
Communication XXIX from the series “Reactions of Cyclammonium Cations.” For Communication XXVIII see [1].
Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 8, pp. 1096–1105, August, 1974.
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Sheinkman, A.K., Mestechkin, M.M., Kucherenko, A.P. et al. Effect of annelation on the reactivities of benzoquinolines in hetarylation. Chem Heterocycl Compd 10, 953–960 (1974). https://doi.org/10.1007/BF00487119
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DOI: https://doi.org/10.1007/BF00487119