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π-Electronic structure of the nitrofuran system

IV. ESR spectra of anion radicals of 2-vinylene derivatives of 5-nitrofuran

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

Anion radicals of 2-vinylene derivatives of 5-nitrofuran were obtained by electrochemical generation. The hyperfine structure (hfs) of the ESR spectra of these anion radicals indicates delocalization of the unpaired electron over their entire π-electron system. The effect of the vinylene grouping on the distribution of the unpaired electron in the anion radicals and on the distribution of the unpaired electron in the vinylene grouping itself was examined on the basis of the hfs constants. It was found that the vinylene grouping by localizing more than 10% of the density of the unpaired electron on itself reduces, by a factor of 1.4, the effect of substituents in the 2 position of 5-nitrofuran on the distribution of the spin of the unpaired electron in the nitrofuran framework.

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Authors and Affiliations

  1. Institute of Organic Synthesis, Academy of Sciences of the Latvian SSR, Riga

    R. A. Gavar, L. Kh. Baumane, Ya. P. Stradyn' & S. A. Giller

Authors
  1. R. A. Gavar
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  2. L. Kh. Baumane
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  3. Ya. P. Stradyn'
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  4. S. A. Giller
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Additional information

See [1] for communication III.

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No.3, pp. 324–329, March, 1974.

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Gavar, R.A., Baumane, L.K., Stradyn', Y.P. et al. π-Electronic structure of the nitrofuran system. Chem Heterocycl Compd 10, 280–284 (1974). https://doi.org/10.1007/BF00472409

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  • DOI: https://doi.org/10.1007/BF00472409

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