The effect of electron-withdrawing substituents on the tautomerism between 1-aryl-3-methyltriazenes and 3-aryl-1-methyltriazenes
- 1 January 1977
- journal article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 2
- No. 1,p. 17-20
- https://doi.org/10.1039/p29770000017
Abstract
Variable-temperature n.m.r. spectroscopic studies show that 1-aryl-3-methyltriazenes with strongly electron withdrawing para-substituents exist in a state of tautomeric equilibrium, ArNN·NHMe ArNH·NNMe. Similar study of 3-methyl-1-p-tolyltriazene shows the presence of only the conjugated tautomer, p-MeC6H4·NN·NHMe, whereas arylmethyltriazenes with strongly electron-withdrawing ortho-substituents exist as the nonconjugated tautomer, ArNH·NNMe.Keywords
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