%0 Journal Article %1 Kaim.1985 %A Kaim, Wolfgang. %D 1985 %J Journal of the Chemical Society, Perkin Transactions 2: Physical Organic Chemistry %K MO MO;MO MO;hexazine azine;photoelectron configuration cyclic electron spectra tetrazine;cyclohexadiene tetrazine;pyrazine voltammetry %N 10 %P 1633--1637 %T Electronic structure of 1,4-dihydro-1,2,4,5-tetrazines and of related 1,4-dihydroaromatic compounds %X 1,4-Dihydro-1,2,4,5-tetrazine (I) and its 1,4-di-Me and 1,4-bis(trimethylsilyl) derivs. were studied by photoelectron spectroscopy and cyclic voltammetry. The compds. are electron-rich, albeit not as much as the corresponding 1,4-dihydropyrazines. Electrochem. data illustrate the stability of the 1,4-dihydro form in the tetrazine system and of the radical cation oxidn. state in the pyrazine system. Results of MNDO calcns. for I and for 1,4-dihydrobenzene, -pyrazine, and -hexazine indicate a contraction of bonds in the 6-membered ring upon consecutive replacement of CH by N, accompanied by increasing deviation from planarity and decreasing p electron conjugation. on SciFinder(R)

@article{Kaim.1985, abstract = {1,4-Dihydro-1,2,4,5-tetrazine (I) and its 1,4-di-Me and 1,4-bis(trimethylsilyl) derivs. were studied by photoelectron spectroscopy and cyclic voltammetry. The compds. are electron-rich, albeit not as much as the corresponding 1,4-dihydropyrazines. Electrochem. data illustrate the stability of the 1,4-dihydro form in the tetrazine system and of the radical cation oxidn. state in the pyrazine system. Results of MNDO calcns. for I and for 1,4-dihydrobenzene, -pyrazine, and -hexazine indicate a contraction of bonds in the 6-membered ring upon consecutive replacement of CH by N, accompanied by increasing deviation from planarity and decreasing \textgreek{p} electron conjugation. [on SciFinder(R)]}, added-at = {2022-06-15T11:26:56.000+0200}, author = {Kaim, Wolfgang.}, biburl = {https://puma.ub.uni-stuttgart.de/bibtex/2514e60ec0a04ccd1afa2ef12177be505/huebleriac}, interhash = {71d51f24118806fa8c80752281507ef4}, intrahash = {514e60ec0a04ccd1afa2ef12177be505}, issn = {0300-9580}, journal = {Journal of the Chemical Society, Perkin Transactions 2: Physical Organic Chemistry}, keywords = {MO MO;MO MO;hexazine azine;photoelectron configuration cyclic electron spectra tetrazine;cyclohexadiene tetrazine;pyrazine voltammetry}, number = 10, pages = {1633--1637}, timestamp = {2022-06-15T09:26:56.000+0200}, title = {Electronic structure of 1,4-dihydro-1,2,4,5-tetrazines and of related 1,4-dihydroaromatic compounds}, year = 1985 }