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Updated: Dec 24, 2025

Qualitative Identification of Carboxylic Acids, Boronic Acids, and Amines Using Cruciform Fluorophores
Published on: August 19, 2013
Spectroscopic and TDDFT investigation of highly selective fluoride sensors by substituted acyl hydrazones
Athira M John1, Jemini Jose1, Renjith Thomas2
1Department of Chemistry, CHRIST (Deemed to be University), Bangalore, Karnataka 560029, India.
Abstract:
In this work, we report the synthesis of two receptors for fluoride ions based on acyl hydrazone, such as N'-[(1Z)-1-(4-fluorophenyl)ethylidene]benzohydrazide (R1) and N'-[(1Z)-1-(2-hydroxyphenyl)ethylidene]benzohydrazide (R2). The receptors R1 and R2 were synthesized from the corresponding ketones and benzoic acid hydrazide and characterized spectroscopically by UV-visible, IR and 1HNMR techniques. The response of R1 and R2 towards different anions was studied colourimetrically in acetonitrile. The receptors exhibited a specific response towards fluoride ions. Further studies of 1:1 composition of receptors, R1/R2:fluoride ions by different spectroscopic techniques such as UV-Visible, IR and 1HNMR spectroscopy indicated the participation of -NH proton of the receptors in the sensing action through the hydrogen bonding. To understand the mechanism, Time-Dependent Density Functional Theory (TD-DFT) studies were done using the CAM-B3LYP/6311G++ (3df,2p) with Grimme's D3BJ empirical dispersion basis set. The studies supported the role of hydrogen bonding interaction of -NH and-OH protons of the receptors with the fluoride ions.
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