T. Krygowski, J. Maurin
1989
Citations
0
Influential Citations
20
Citations
Journal
Journal of The Chemical Society-perkin Transactions 1
Abstract
An analysis of the geometry of N,N-dimethyl-4-nitroaniline and its 3,5- and 2,6-dimethyl derivatives presents structural evidence against the classical concept of through-resonance(throughconjugation), according to which the most important contribution is the quinoid structure with full charge transfer from the amine to the nitro group. Application of the HOSE model gives results which are in line with calculations performed by Hiberty and Ohanessian on p-nitroaniline.