Diazoalkane anion radicals produced by electroreduction of diazodiphenylmethane (Ph2CN2) and 9-diazofluorene (FlN2) in the presence of certain proton donors yield the corresponding hydrazones (R2C![[double bond, length half m-dash]](https://www.rsc.org/images/entities/char_e006.gif)
NNH2); formation of diphenylmethane from electroreduction of Ph2CN2 is shown to proceed by formation of the carbene anion radical Ph2C·–.
F. M. Triebe, M. D. Hawley and R. N. McDonald, J. Chem. Soc., Chem. Commun., 1980, 574 DOI: 10.1039/C39800000574
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