Abstract
The radical-anions of 2-carbonyl-containing derivatives of 5-nitrofuran were obtained by electrochemical generation. Their ESR spectra indicate the existence of a mixture of O,O-cis and O,O-trans rotational isomers. The parameters of the isomers were identified by INDO calculations. The more polar form (the cis isomer) is more stable in polar media.
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 1, pp. 14–21, January, 1987.
The authors thank A. V. Il'yasov (A. E. Arbuzov, IOFKh [Institute of Organic and Physical Chemistry], Kazan' Branch, Academy of Sciences of the USSR) for assistance in the ESR experiment with temperature regulation.
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Gavar, R.A., Baumane, L.K., Stradyn', Y.P. et al. Rotational isomers of the radical-anions of 2-carbonyl-containing derivatives of 5-nitrofuran. Chem Heterocycl Compd 23, 8–15 (1987). https://doi.org/10.1007/BF00475464
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DOI: https://doi.org/10.1007/BF00475464