STERIC INHIBITION OF RESONANCE: III. CALCULATION OF RESONANCE ENERGIES AND BOND LENGTHS
- 1 May 1959
- journal article
- Published by Canadian Science Publishing in Canadian Journal of Chemistry
- Vol. 37 (5) , 905-914
- https://doi.org/10.1139/v59-124
Abstract
In many aromatic nitro compounds steric effects prevent the attainment of complete coplanarity and inhibit resonance interaction between the nitro group and the aromatic π-electrons. The variations with nitro group tilt of resonance energy, electron distribution, and π-bond order in this type of molecule have been calculated by molecular orbital methods, and the corresponding bond length variations have been deduced. The calculated bond lengths for 9,10-dinitroanthracene and 9-nitroanthracene are compared with those measured by X-ray analyses.Keywords
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