EPR and MO calculation studies on α-aminoanthraquinone anion radicals in aprotic solvents

✍ Scribed by Virpi Vatanen; Jussi M. Eloranta; Mikko Vuolle

• Publisher: John Wiley and Sons
• Year: 1999
• Tongue: English
• Weight: 102 KB
• Volume: 37
• Category: Article
• ISSN: 0749-1581
• DOI: 10.1002/(sici)1097-458x(199911)37:11<774::aid-mrc549>3.0.co;2-1

✦ Synopsis

The EPR spectra of electrolytically produced anion radicals of 1,4-diamino-9,10-anthraquinone, 1,4bis-(methylamino)-9,10-anthraquinone, 1-amino-4-hydroxy-9,10-anthraquinone, 1,5-diamino-9,10-anthraquinone and 1,8-diamino-4,5-dihydroxy-9,10-anthraquinone were measured in N,N-dimethylamine (DMF) and dimethylsulfoxide (DMSO). The isotropic hyperfine coupling constants (hcc) are assigned according to dihydroxy-substituted anthraquinones and molecular orbital (MO) calculations made in this study. The results are compared with the radical anions of 1,4-diamino-and 1,5-diamino-9,10-anthraquinone made in protic solvents by chemical reduction. A tentative assignment of the hcc is made for 1-amino-4-hydroxy-9,10-anthraquinone by MO calculations. The result show that the self-consistent isodensity polarised continuum model (SCI-PCM) gives hcc constants with good accuracy compared to the experimental hcc values.