## Abstract 5‐Substituted 1,3,4‐thiadiazol‐2(3__H__)‐ones were shown to exist almost exclusively in the oxo tautomeric form with the aid of proton‐coupled ^15^N‐NMR spectra using the corresponding 3‐methyl‐1,3,4‐thiadiazol‐2(3__H__)‐ones and 5‐substituted‐2‐methoxy‐1,3,4‐thiadiazoles as reference c
A 1H NMR study of tautomerism in some 1-arylamino-3-aryliminopropenes
✍ Scribed by C. P. Richards; G. A. Webb
- Publisher
- John Wiley and Sons
- Year
- 1976
- Tongue
- English
- Weight
- 288 KB
- Volume
- 8
- Category
- Article
- ISSN
- 0749-1581
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✦ Synopsis
Abstract
^1^H n.m.r. spectra at ambient temperatures reveal that an equilibrium exists between the ‘all‐trans’ and ‘all‐cis’ isomers of some of the 1‐arylamino‐3‐aryliminopropenes. The ‘all‐cis’ isomer predominates in nonpolar solvents, whereas the ‘all‐trans’ isomer is favoured in hydrogen bonding solvents. From a consideration of the magnitudes of the ^3^J coupling constants, it is reported that the ‘cis‐trans’ isomer is the most stable form of the 4‐nitrophenyl derivative in dimethyl sulphoxide.
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