Abstract
The acid-base properties of five-membered nitrogen-containing heterocycles with one, two, three, and four nitrogen atoms in the ring are discussed. The factors that determine the properties of these compounds as acids and bases are analyzed. The problems that arise in comparing the basicities of heterocycles, the protonation of which is described by different acidity scales are stressed. A significant amount of space is allotted to an examination of the acid-base properties of nitrogen-containing heterocycles in the gas phase and to the use of quantum-chemical methods in the study of the protolytic equilibria of these compounds.
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 5, pp. 579–592, May, 1988.
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Koldobskii, G.I., Ostrovskii, V.A. Acid-base properties of five-membered nitrogen-containing heterocycles (review). Chem Heterocycl Compd 24, 469–480 (1988). https://doi.org/10.1007/BF00755683
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DOI: https://doi.org/10.1007/BF00755683