Infrared intensities as a quantitative measure of intramolecular interactions. Part XXV. Interaction between substituents in para-disubstituted benzenes
- 1 January 1974
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 2
- No. 3,p. 247-255
- https://doi.org/10.1039/p29740000247
Abstract
The relation of ν8 i.r. intensities (including previously unpublished data) for para-disubstituted benzenes to σ°R constants is considered in the light of: (i) statistic analysis assuming no interaction between substituents of the same electronic nature; (ii) differences between 19F n.m.r.-and i.r.-determined σ°R values; (iii) rotational barriers; (iv) theoretical analysis including measurement of deuteriated derivatives; and (v) the variable demand interaction approach developed by Blagdon. Through-conjugation in para-disubstituted benzenes is treated quantitatively in terms of interaction between donor and acceptor groups. Previous work is reassessed. Mixing occurs between ν8 and νNO2 in para-substituted nitrobenzenes.Keywords
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