NMR-spektroskopische Untersuchungen an Derivaten des 2,4-Dichlorphenoxyessigsaeurehydrazids

Article abstract of DOI:10.1007/BF00814150

Derivatives of 2,4-dichlorophenoxyacetyl-hydrazides were prepared by reaction of the hydrazides with different aldehydes.NMR-spectroscopic investigations of these compounds show the existence of rotamers resulting from a nitrogen-carbonyl bond rotation.Contrary to substituted dithiocarbacinic acid derivatives no E/Z-isomerism relative to the C=N double bond could be demonstrated.In order to prove the structures we utilized chemical shift differences in the 1H-, 13C- and 15N-NMR-spectra, NH and CH coupling constants and NOE-difference measurements.The barriers of rotation were determined by NMR-measurements at various temperatures and line shape analysis using the computer program D-NMR 3. - Keywords. 2,4-Dichlorophenoxyacetyl-hydrazides; NMR-spectroscopy; Rotational isomers.