Spectroscopic and TDDFT investigation of highly selective fluoride sensors by substituted acyl hydrazones
- Title
- Spectroscopic and TDDFT investigation of highly selective fluoride sensors by substituted acyl hydrazones
- Creator
- John A.M.; Jose J.; Thomas R.; Thomas K.J.; Balakrishnan S.P.
- Description
- 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 UVvisible, 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 UVVisible, 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. 2020 Elsevier B.V.
- Source
- Spectrochimica Acta - Part A: Molecular and Biomolecular Spectroscopy, Vol-236
- Date
- 2020-01-01
- Publisher
- Elsevier B.V.
- Subject
- Acyl hydrazones; Anion recognition; Chemosensors; Fluoride sensing; Theory (TDDFT); Time dependent density functional
- Coverage
- John A.M., Department of Chemistry, CHRIST (Deemed to be University), Bangalore, 560029, Karnataka, India; Jose J., Department of Chemistry, CHRIST (Deemed to be University), Bangalore, 560029, Karnataka, India; Thomas R., Department of Chemistry, St. Berchmans College (Autonomous), Changanassery, 686101, Kerala, India; Thomas K.J., Department of Chemistry, CHRIST (Deemed to be University), Bangalore, 560029, Karnataka, India; Balakrishnan S.P., Department of Chemistry, CHRIST (Deemed to be University), Bangalore, 560029, Karnataka, India
- Rights
- Restricted Access
- Relation
- ISSN: 13861425; PubMed ID: 32299039; CODEN: SAMCA
- Format
- Online
- Language
- English
- Type
- Article
Collection
Citation
John A.M.; Jose J.; Thomas R.; Thomas K.J.; Balakrishnan S.P., “Spectroscopic and TDDFT investigation of highly selective fluoride sensors by substituted acyl hydrazones,” CHRIST (Deemed To Be University) Institutional Repository, accessed February 24, 2025, https://archives.christuniversity.in/items/show/16220.