Spectroscopic investigation of the intramolecular effects in the hydrazides of fluoro-substituted carboxylic acids

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1. The introduction of a phenyl or alkyl substituent at the β-nitrogen atom in the hydrazides of carboxylic acids and their fluorinated analogs leads to a trans orientation of the unshared pairs of electrons on the nitrogen atoms. 2. The influence of fluorine atoms on the electronic state of the C=O group in molecules of 1-acyl-2-alkylhydrazines and 1-acyl-2-phenylhydrazines is due to the inductive effect of the substituent R and to the possibility of stabilization by the intramolecular NH...F hydrogen bond. 3. The greatest electronic effect of a fluoroalkyl substituent on a hydrazide fragment is realized in the acylhydrazines and 1-acyl-2-phenylhydrazines.