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π-Electron structure of the nitrofuran system

II. Molecular orbitals of the π electrons of 5-nitrofuran and its 2-substituted derivatives

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Abstract

The Hückel MO method was used to calculate the molecular orbital systems of the π electrons of 5-nitrofuran, 2-methyl-5-nitrofuran, 2-cyano-5-nitrofuran, 5-nitropyromucic acid, and 5-nitro-2-furfural molecules. The MO of these compounds were compared with the MO of the corresponding benzene analogs. The calculated data are in good agreement with experimental data obtained by means of EPR, IR, and UV spectroscopy. The linear dependence of the long-wave maximum in the electronic spectra on the difference in the frontal levels has a slope (Β) of-18 · 103 cm−1 (52 kcal · mole−1).

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Literature cited

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Authors and Affiliations

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

    R. A. Gavar, V. A. Zilitis, Ya. P. Stradyn' & S. A. Giller

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  1. R. A. Gavar
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  2. V. A. Zilitis
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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 I.

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 1, pp. 3–8, January, 1971.

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Gavar, R.A., Zilitis, V.A., Stradyn', Y.P. et al. π-Electron structure of the nitrofuran system. Chem Heterocycl Compd 7, 1–6 (1971). https://doi.org/10.1007/BF00477933

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  • DOI: https://doi.org/10.1007/BF00477933

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