The formation of isolable 1-aryl-3-methyl-triazenes in the coupling reaction of arenediazonium salts with methylamine is favoured by the presence of electron-withdrawing substituents in the aryl group.
T. P. Ahern and K. Vaughan, J. Chem. Soc., Chem. Commun., 1973, 701 DOI: 10.1039/C39730000701
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