Study on Photophysical Properties of N-Arylphthalamic Acid Derivative Containing 1, 2, 4-Triazole Scaffold
- Title
- Study on Photophysical Properties of N-Arylphthalamic Acid Derivative Containing 1, 2, 4-Triazole Scaffold
- Creator
- Akshaya K.B.; Varghese A.; Sudhakar Y.N.; Lobo P.L.; George L.
- Description
- A novel N-arylphthalamic acid derivative, 2-({4-[(1H-1,2,4-triazol-1-yl)methyl]phenyl}carbamoyl)benzoic acid (TMPCB) was synthesized and their absorption and emission spectra were recorded in fifteen different solvents of varying polarities at room temperature. Ground state dipole moment of the derivative was calculated experimentally by Guggenheim method and solvatochromic approach proposed by Bilot-Kawski. The singlet excited state dipole moment of TMPCB were calculated experimentally based on different approaches of solvent polarity function proposed by LippertMataga, Bakhshiev, Kawskii-Chamma-Viallet, Reichardt and Bilot-Kawski. Singlet excited state dipole moment was greater than ground state dipole moment in all the approaches which could be attributed to considerable ?- electron density redistribution. Multiple Linear Regression (MLR) analysis based on Kamlet-Abboud-Taft and Catalan parameters were also studied to correlate solvatochromism and influence of solvents with absorbance and emission spectra. Ground and singlet excited state optimizations of the molecule were also performed using Gaussian 09W software. HOMO-LUMO energies of the phthalamic acid derivative have been obtained using TD-DFT/PCM (B3LYP/6-31G (d, p)) computations and experimentally by using cyclic voltammetry. Mulliken charges and molecular electrostatic potential plot have also been generated from DFT calculations to identify nucleophilic and electrophilic sites of TMPCB. 2017, Springer Science+Business Media, LLC.
- Source
- Journal of Fluorescence, Vol-27, No. 5, pp. 1909-1922.
- Date
- 2017-01-01
- Publisher
- Springer New York LLC
- Subject
- Dipole moment; Guggenheim method; Phthalamic acid; Solvatochromic approach
- Coverage
- Akshaya K.B., Department of Chemistry, Christ University, Bengaluru, 560 029, India; Varghese A., Department of Chemistry, Christ University, Bengaluru, 560 029, India; Sudhakar Y.N., Department of Chemistry, Christ University, Bengaluru, 560 029, India; Lobo P.L., Department of Chemistry, Maharanis Science College for Women, Bengaluru, 560 002, India; George L., Department of Chemistry, Christ University, Bengaluru, 560 029, India
- Rights
- Restricted Access
- Relation
- ISSN: 10530509; PubMed ID: 28639213; CODEN: JOFLE
- Format
- Online
- Language
- English
- Type
- Article
Collection
Citation
Akshaya K.B.; Varghese A.; Sudhakar Y.N.; Lobo P.L.; George L., “Study on Photophysical Properties of N-Arylphthalamic Acid Derivative Containing 1, 2, 4-Triazole Scaffold,” CHRIST (Deemed To Be University) Institutional Repository, accessed February 24, 2025, https://archives.christuniversity.in/items/show/17016.