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Pyrroles from ketoximes and acetylene. 11. Conformation of 1-vinylpyrroles from1H NMR data

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

A number of 1-vinylpyrroles were studied by PMR spectroscopy. Bulky substituents in the α position of the pyrrole ring give rise to deshielding of hb and a decrease in2J(HA,HB) and6J(H3,HB). The results were interpreted as a decrease in the p, π conjugation in the N-vinyl group due to distortion of the coplanarity. The dihedral angle (ϕ) between the planes of the pyrrole ring and the double bond was estimated (with an accuracy of ±5 °).

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Authors and Affiliations

  1. Irkutsk Institute of Organic Chemistry, Siberian Branch, Academy of Sciences of the USSR, 664033, Irkutsk

    M. V. Sigalov, G. A. Kalabin, A. I. Mikhaleva & B. A. Trofimov

Authors
  1. M. V. Sigalov
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  2. G. A. Kalabin
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  3. A. I. Mikhaleva
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  4. B. A. Trofimov
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Additional information

See [10] for our previous communication [10].

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 3, pp. 328–330, March, 1980

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Sigalov, M.V., Kalabin, G.A., Mikhaleva, A.I. et al. Pyrroles from ketoximes and acetylene. 11. Conformation of 1-vinylpyrroles from1H NMR data. Chem Heterocycl Compd 16, 241–243 (1980). https://doi.org/10.1007/BF02401718

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  • DOI: https://doi.org/10.1007/BF02401718

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