Conclusions
Alterations of the dihedral angles between the planes of the three unsaturated fragments are interrelated in N-vinyl-2-arylpyrroles. Upon the introduction of a substituent at C3 in the pyrrole ring, the dihedral angle between the planes of the aryl and pyrrole ring increases, while the corresponding angle between the planes of the vinyl group and pyrrole ring decreases.
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A. V. Afonin, M. V. Sigalov, V. K. Voronov, et al., Izv. Akad. Nauk SSSR, Ser. Khim., 1418 (1987).
A. V. Afonin, V. K. Voronov, L. A. Es'kova, et al., Izv. Akad. Nauk SSSR, Ser. Khim., 202 (1987).
A. V. Afonin, V. K. Voronov, A. I. Mikhaleva, et al., Izv. Akad. Nauk SSSR, Ser. Khim., 184 (1987).
M. V. Sigalov, G. A. Kalabin, A. I. Mikhaleva, and B. A. Trofimov, Khim. Geterotsikl. Soedin., 328 (1980).
E. Kolehmainen, R. Laatikainen, and V. Kral, Magn. Reson. Chem.,24, 498 (1986).
B. I. Ionin, B. A. Ershov, and A. I. Kol'tsov, NMR Spectroscopy in Organic Chemistry [in Russian], Izd. Khimiya, Leningrad (1983), p. 27.
K. Tsutsui, K. Hirotsu, M. Umesaki, et al., Acta Crystallogr.,B32, 3049 (1976).
J. E. Almlof, Chem. Phys. Lett.,26, 215 (1974).
M. V. Sigalov, B. A. Shainyan, G. A. Kalabin, et al., Khim. Geterotsikl. Soedin., 627 (1980).
C. W. Fong and H. G. Grant, Austr. J. Chem.,34, 957 (1981).
P. E. Hansen, Progr. NMR Spectrosc.,14, 175 (1981).
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Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 12, pp. 2765–2769, December, 1988.
The authors express their gratitude to V. K. Turchanin for a useful discussion of these results.
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Afonin, A.V., Sigalov, M.V., Korostova, S.E. et al. 1H and13C NMR spectral study of the structural effects of substituents in N-vinyl-2-arylpyrroles. Russ Chem Bull 37, 2490–2494 (1988). https://doi.org/10.1007/BF00952625
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DOI: https://doi.org/10.1007/BF00952625