Stereochemical studies: XVII—the proton coupling constants and conformational equilibria of trans-1,2-disubstituted cyclohexenes
✍ Scribed by N. M. Viktorova; S. P. Knyazev; N. S. Zefirov; Yu. D. Gavrilov; G. M. Nikolaev; V. F. Bystrov
- Publisher
- John Wiley and Sons
- Year
- 1974
- Tongue
- English
- Weight
- 331 KB
- Volume
- 6
- Category
- Article
- ISSN
- 0749-1581
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✦ Synopsis
Abstract
The vicinal ^3^J~aa~ and ^3^J~ee~ spin‐spin coupling constants of a number of deuterated trans‐1,2‐disubstituted cyclohexenes and the Δ__H__ and Δ__S__ values of the conformational equilibria of these compounds have been determined by computer optimisation of the ^3^J(HH) = f(T) function. Compounds with —CF~3~ and CCl~3~ substituents were shown to have an enhanced proportion of the diaxial conformer.
📜 SIMILAR VOLUMES
In the course of our studies on the synthesis of anthracyclines [I-41 based on the Diels-Alder additions of exocyclic s-cis-butadiene moieties grafted onto 7-oxabicyclo[2.2. Ilheptane derivatives 1, we observed 'H-NMR spectra of the corresponding adducts 2 with measurable homoallylic 'J(H,H) couplin