Spectroscopic and TDDFT investigation of highly selective fluoride sensors by substituted acyl hydrazones.

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ID: 104535
2020
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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 HNMR 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 HNMR 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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john2020spectroscopicspectrochimica Use this key to autocite in the manuscript while using SciMatic Manuscript Manager or Thesis Manager
Authors John, Athira M;Jose, Jemini;Thomas, Renjith;Thomas, Karukappallil J;Balakrishnan, Sreeja P;
Journal spectrochimica acta part a, molecular and biomolecular spectroscopy
Year 2020
DOI
S1386-1425(20)30307-3
URL
Keywords
chemosensors anion recognition acyl hydrazones fluoride sensing theory (tddft) time dependent density functional

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