EPR and ENDOR spectroscopy studies on α-aminoanthraquinone radical cations in solution

Autor: Jussi Eloranta, Mikko Vuolle, Virpi Vatanen
Rok vydání: 1998
Předmět:
Zdroj: Journal of the Chemical Society, Perkin Transactions 2. :2483-2488
ISSN: 1364-5471
0300-9580
DOI: 10.1039/a804189j
Popis: EPR and ENDOR spectra of the radical cations of 1,4-diamino-9,10-anthraquinone, 1,4-bis(methylamino)9,10-anthraquinone, 1,4-bis(ethylamino)-9,10-anthraquinone, 1,4-bis(butylamino)-9,10-anthraquinone and 1,4-bis(hexylamino)-9,10-anthaquinone were measured in 1,1,1,3,3,3-hexafluoropropan-2-ol (HFP), with (bis(trifluoroacetoxy)iodo)benzene (PIFA) as oxidizing agent, in the temperature range 260–300 K. The isotropic hyperfine coupling constants (hcc) of the labile amino protons were assigned by deuterium exchange with deuterated trifluoroacetic acid (d-TFA) in HFP as solvent. The results are compared with the radical cations of 1,4-diamino-9,10-anthraquinone and 1,4-bis(methylamino)-9,10-anthraquinone produced in acetonitrile by electrolytic oxidation. A tentative assignment of the hcc constants by MO calculations was made for 1,4-diamino-9,10-anthraquinone. The results indicate that deuteration is restricted entirely to the amino protons and that the obtained radical cation of aminoanthraquinone occurs in the non-protonated form (Q+˙).
Databáze: OpenAIRE