## Abstract 250 MHz ^1^H NMR of two monosubstituted [2.2]paracyclophanes shows that whether the substituent is an electron releasing group, OMe, or a withdrawing group, CO~2~Me, the transannular effect is deshielding. 62.86 MHz ^13^C NMR shows that among the six transannular effects, only one has a
1H and 13C NMR studies of some aromatic dilactones (precursors of paracyclophanes)
✍ Scribed by Arlette Solladié-Cavallo; Marcel Hilbert
- Publisher
- John Wiley and Sons
- Year
- 1981
- Tongue
- English
- Weight
- 379 KB
- Volume
- 17
- Category
- Article
- ISSN
- 0749-1581
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✦ Synopsis
Abstract
Carbon‐13 and proton NMR data of macrocyclic diaromatic dilactones are presented. The observed behaviour of the spectra as a function of temperature shows that the energy barrier for the re‐orientation of the side chains is lower than 49 kJ mol^−1^ (12 kcal mol^−1^) and that the energy barrier for the rotation of the aromatic rings is larger than 99 kJ mol^−1^ (24 kcal mol^−1^). Hence, chiral substituted dilactones of this type will be resolvable, and the enantiomers can be easily handled at room temperature.
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