Quinoxaline N-oxide ion radicals. 2. Structures of anion radicals of N-oxides of hydroxymethyl derivatives of quinoxaline and products of their electrochemical reduction

The redox properties of 1,4-dioxides of hydroxymethyl and formyl derivatives of quinoxaline were studied by means of EPR spectroscopy and polarography. The electrochemical reduction of the 1,4-dioxides proceeds in several steps with successive deoxidation and the formation of dianions of substituted quinoxalines and is also accompanied by an intramolecular redox process. The experimentally observed hfs constants in the EPR spectra of the anion radicals formed in the reduction are in agreement with the corresponding values calculated by the INDO method.See [1] for communication 1.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 10, pp. 1412–1416, October, 1985.The authors thank I. A. Abronin for his assistance in performing the quantum-chemical calculations.