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Features of atomic interaction in the molecules of furan, pyrrole, and their 2-chlorine-substituted derivatives according to results ofab initio calculations

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Abstract

The results of abinitio studies by the RHF/6-31G(d) method on the molecules of furan, pyrrole, and their 2-chlorine-substituted derivatives with full optimization of the geometry show thatunshared electron pairs of their heteroatoms are not delocalized solely in the π-system of the heterocycle. The participation of these electron pairs in formation of bonding and other MOs does not make it possible to speak of substantial role for p,π-conjugation in the distribution of electron density in the molecules and its effect on the characteristics of thecompounds. The results of the ab initio calculations were used to determine the35Cl NQR parameters of the 2-chlorine-substituted molecules.

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Authors
  1. V. P. Feshin
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  2. E. V. Feshina
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Additional information

Institute of Technical Chemistry, Urals Branch, Russian Academy of Sciences, Perm'. Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 5, pp. 612–617, May, 1999.

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Feshin, V.P., Feshina, E.V. Features of atomic interaction in the molecules of furan, pyrrole, and their 2-chlorine-substituted derivatives according to results ofab initio calculations. Chem Heterocycl Compd 35, 543–548 (1999). https://doi.org/10.1007/BF02324636

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  • DOI: https://doi.org/10.1007/BF02324636

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