NMR spectra and structures of protonated 1-vinylpyrroles |
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Authors: | M V Sigalov E Yu Shmidt A I Mikhaleva S E Korostova I M Lazarev B A Trofimov |
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Institution: | (1) Irkutsk Institute of Organic Chemistry, Siberian Branch, Russian Academy of Sciences, 664033 Irkutsk |
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Abstract: | Stable 1-vinylpyrrolium fluorosulfonates were prepared by the reaction of 1-vinylpyrroles with excess HSO3F at –50°C in CD2Cl2 and their 1H and 13C NMR spectra were obtained. Despite its overall positive charge, the pyrrole ring remains an electron donor relative to the vinyl group. Delocalization of the positive charge onto substituents decreases in the order 2-heteroaryl > 2-aryl > 2-alkyl.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 1, pp. 48–57, January, 1993. |
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