Liquid- and solid-state studies of the radical cations and anions of s-tetrazine and various derivatives thereof show that the anions have a π-SOMO concentrated on the four ring nitrogen atoms whilst all but the (–NMe2)2 derivative form σ-cations, again with the SOMO confined to the four nitrogen atoms.
H. Fischer, I. Umminger, F. A. Neugebauer, H. Chandra and M. C. R. Symons, J. Chem. Soc., Chem. Commun., 1986, 837 DOI: 10.1039/C39860000837
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