STERIC INHIBITION OF RESONANCE: I. 9-NITROANTHRACENE AND 9,10-DINITROANTHRACENE
- 1 February 1959
- journal article
- Published by Canadian Science Publishing in Canadian Journal of Chemistry
- Vol. 37 (2) , 351-357
- https://doi.org/10.1139/v59-045
Abstract
Detailed X-ray analyses of the crystal structures of 9-nitroanthracene and 9,10-dinitro-anthracene have shown that the nitro groups are tilted out of the planes of the aromatic rings by 84.7° in the nitro derivative and 63.7° in the dinitro. The decreases in resonance interaction resulting from these deviations from coplanarity have been correlated with the characteristic vibration frequencies of the nitro groups.Keywords
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