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1H and 13C NMR studies on 3-aryl-5-alkyl-2,4-oxazolidinediones. The magnetic non-equivalence of isomeric nuclei

✍ Scribed by Siddik Içli

Publisher
John Wiley and Sons
Year
1979
Tongue
English
Weight
426 KB
Volume
12
Category
Article
ISSN
0749-1581

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✦ Synopsis

Abstract

Magnetic non‐equivalence of diastereotopically related proton and ^13^C nuclei in enantiomeric and diastereomeric rotational isomers of 3‐aryl‐5‐alkyl‐2,4‐oxazolidinedlones has been investigated. Steric interactions between the aryl and the heterocyclic moieties of these compounds produce sufficient restriction to rotation about the aryl CN bond that the presence of torsional isomers may be detected at normal temperatures. Free energies of activation for rotation have been calculated. Chemical shift differences, associated with rotational isomerism, may be detected for both the proton and the ^13^C nuclei on the hetero ring, but only in the ^13^C spectra of the nuclei on the aryl moiety.

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