Varava, PaulWong, Tak HinDong, ZhaowenGitlina, Anastasia Yu.Sienkiewicz, AndrzejFeuerstein, WolframScopelliti, RosarioFadaei Tirani, FarzanehSeverin, Kay2023-05-102023-05-102023-05-10202310.1002/anie.202303375https://infoscience.epfl.ch/handle/20.500.14299/197596The head-to-tail dimerization of N-heterocyclic diazoolefins is described. The products of these formal (3+3) cycloaddition reactions are strongly reducing quinoidal tetrazines. Oxidation of the tetrazines occurs in a stepwise fashion, and we were able to isolate a stable radical cation and diamagnetic dications. The latter are also accessible by oxidative dimerization of diazoolefins.text::journal::journal article::research article