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Angew Chem Int Ed Engl
; 62(25): e202303375, 2023 Jun 19.
Article
in English
| MEDLINE
| ID: mdl-37070765
ABSTRACT
The 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.