Abstract
The effect of the temperature and the acidicity of the medium on the ratio of the two tautomeric forms of the conjugate acids of derivatives of indolizine, pyrrolo[1,2-a]imidazole, and pyrrolo[1,2-a]benzimidazole was investigated by PMR spectroscopy. The change in the ratio of the forms with time was studied under fixed reaction conditions. The position of the tautomeric equilibrium in a number of the investigated systems was established. A correspondence between the relative stabilities of the protonated forms and the rate constants for electrophilic deuterium exchange in the neutral molecules was observed.
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 1, pp. 70–75, January, 1976.
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Alekseeva, L.M., Dvoryantseva, G.G., Sheinker, Y.N. et al. Relative stabilities of the tautomeric forms of conjugate acids and kinetics of deuterium exchange in derivatives of indolizine, pyrrolo [1,2-a] imidazole, and pyrrolo [1,2-a]benzimidazole. Chem Heterocycl Compd 12, 64–69 (1976). https://doi.org/10.1007/BF00473916
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DOI: https://doi.org/10.1007/BF00473916