Association and relative acidities of 2-substituted 5-trifluoroacetylpyrroles |
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Authors: | N. I. Golovanova B. A. Trofimov A. I. Mikhaleva S. E. Korostova |
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Affiliation: | (1) Irkutsk Institute of Organic Chemistry, Siberian Branch, Academy of Sciences of the USSR, 664033 Irkutsk |
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Abstract: | The acidities of 2-substituted 5-trifluoroacetylpyrroles were studied by IR spectroscopy from the shift of the frequency of the NH stretching vibration (NH) in the presence of dimethylformamide (DMF) relative to the band of vibrations of free NH. The existence of a correlation relationship between NH and I constitutes evidence that the acidities of pyrroles are determined primarily by the inductive effect of the substituents in the 2 and 5 positions of the pyrrole ring. The low probability of the formation of an intramolecular NH... O=C hydrogen bond in the investigated molecules was demonstrated.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 6, pp. 772–774, June, 1984. |
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