%0 Journal Article %1 Schulz.1991 %A Schulz, Andreas %A Kaim, Wolfgang. %D 1991 %J Chemische Berichte %K ESR cation cyclic dialkylquinoxalinium dialkylquinoxalinium;spectra dialkylquinoxalinium;voltammetry electrochem property;redox radical;quinoxalinium spectral %N 1 %P 129--139 %T Electrochemical and spectroscopic characterization of N,N'-dialkylquinoxalinium redox systems %V 124 %X The outstanding position of the 1,4-isomer, quinoxaline, among the diazanaphthalenes is confirmed by comparing LUMO energies from HMO perturbation calcns. Diquaternary salts of quinoxaline, 2,3- and 6,7-dimethylquinoxaline and 2,3,6,7-tetramethylquinoxaline were isolated and characterized as compds. which are sensitive to redn. and hydrolysis. Cyclic voltammetry of the two-step redox systems of the Weitz type showed two reversible one-electron redns. with an extraordinarily stable radical-cation intermediate (log Kc \textgreater12). The redox potentials are less neg. than those of the 4,4'-bipyridinium systems but also less pos. than those of N,N'-dialkylphenazinium compds. The radical-cation intermediates, which include a TCNQ.bul.- salt, are characterized by ESR and by absorption spectroscopy in comparison to the resp. dications. on SciFinder(R)

@article{Schulz.1991, abstract = {The outstanding position of the 1,4-isomer, quinoxaline, among the diazanaphthalenes is confirmed by comparing LUMO energies from HMO perturbation calcns. Diquaternary salts of quinoxaline, 2,3- and 6,7-dimethylquinoxaline and 2,3,6,7-tetramethylquinoxaline were isolated and characterized as compds. which are sensitive to redn. and hydrolysis. Cyclic voltammetry of the two-step redox systems of the Weitz type showed two reversible one-electron redns. with an extraordinarily stable radical-cation intermediate (log Kc {\textgreater}12). The redox potentials are less neg. than those of the 4,4'-bipyridinium systems but also less pos. than those of N,N'-dialkylphenazinium compds. The radical-cation intermediates, which include a TCNQ.bul.- salt, are characterized by ESR and by absorption spectroscopy in comparison to the resp. dications. [on SciFinder(R)]}, added-at = {2022-06-15T11:26:56.000+0200}, author = {Schulz, Andreas and Kaim, Wolfgang.}, biburl = {https://puma.ub.uni-stuttgart.de/bibtex/25e886cb0a874a8dd5e3b896cf05536ee/huebleriac}, interhash = {b93673563b609880f4569ba56a101a2d}, intrahash = {5e886cb0a874a8dd5e3b896cf05536ee}, issn = {0009-2940}, journal = {Chemische Berichte}, keywords = {ESR cation cyclic dialkylquinoxalinium dialkylquinoxalinium;spectra dialkylquinoxalinium;voltammetry electrochem property;redox radical;quinoxalinium spectral}, number = 1, pages = {129--139}, timestamp = {2022-06-15T09:26:56.000+0200}, title = {Electrochemical and spectroscopic characterization of N,N'-dialkylquinoxalinium redox systems}, volume = 124, year = 1991 }