Da. Shultz et Gt. Farmer, SYNTHESIS AND CHARACTERIZATION OF A NITROXIDE-SEMIQUINONE BIRADICAL, Journal of organic chemistry, 63(18), 1998, pp. 6254-6257
The synthesis and characterization of an anion biradical, 1(-..), comp
osed of semiquinone and nitroxide functionalities is described. The bi
radical was prepared by reduction of the nitroxide-orthoquinone precur
sor using both electrochemical and chemical methods. The zero-field-sp
litting parameter, \D/hc\, for 1(-..) is consistent with the proposed
electronic structure, based on a comparison to \D/hc\ of related birad
icals. Finally, the results of variable-temperature EPR spectroscopy a
re in agreement with ferromagnetic thigh-spin) coupling of the two unp
aired electrons through the m-phenylene group.