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The C-H...O and C-H...N intramolecular hydrogen bonds in betainealdehydes of azoles containing the pyridinium cation
Authors:N. V. Spitsyn  R. O. Kochanyan
Affiliation:(1) Institute of Physico-organic Chemistry and Carbon Chemistry, Academy of Sciences of the Ukrainian SSR, 340114 Donetsk
Abstract:The comparison of the values of the chemical shifts of the pyridinium protons in the ylides of Bgr-dicarbonyl compounds and in betainealdehydes of thiazole and imidazole established the presence of the intramolecular C-H...O and C-H...N hydrogen bond between the agr-protons of the pyridinium and the oxygen atoms of the formyl group and the nitrogen of the amide fragment in the anionoid part of the betaine. The conclusion was confirmed by the varying influence of the effects of protonation on the character of the deshielding of the agr- and gamma-protons.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 5, pp. 626–628, May, 1989.
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