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Chemistry of furazano[3,4-b]pyrazine. 1. Synthesis and thermodynamic appraisal of 4,8-dihydrodifurazano[3,4-b,e]pyrazine and its derivatives

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Abstract

The thermodynamic stability of the antiaromatic 4,8-dihydrodifurazano[3,4-b,e]pyrazine (I) was studied by a quantum-chemical method. The molecular structure was investigated by x-ray crystallographic analysis, and the aromaticity index of the compound was calculated. It was shown that the oxidation or nitration of compound (I) leads to a stable aromatic radical.

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Authors
  1. I. B. Starchenkov
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  2. V. G. Andrianov
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  3. A. F. Mishnev
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Additional information

Latvian Institute of Organic Synthesis, Riga LV-1006. Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 2, pp. 250–264, February 1997.

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Starchenkov, I.B., Andrianov, V.G. & Mishnev, A.F. Chemistry of furazano[3,4-b]pyrazine. 1. Synthesis and thermodynamic appraisal of 4,8-dihydrodifurazano[3,4-b,e]pyrazine and its derivatives. Chem Heterocycl Compd 33, 216–228 (1997). https://doi.org/10.1007/BF02256764

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  • DOI: https://doi.org/10.1007/BF02256764

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