Rotational isomers of the radical-anions of 2-carbonyl-containing derivatives of 5-nitrofuran

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.DeceasedTranslated 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.