Design, synthesis of a novel Schiff base derivative with fluorescence behavior: a structural and DFT based study

Pruthviraj, K. and Chadrakumar, R. and Dinesh Babu, N S and Chethan, B. S. and Hebbar, Narayana N. and Ramesha, H. and Maithra, N. and Lokanath, N. K. and Sunil, K. (2025) Design, synthesis of a novel Schiff base derivative with fluorescence behavior: a structural and DFT based study. Journal of Molecular Structure, 1334. ISSN 0022-2860

Text (Full Text) Design, synthesis of a novel Schiff base derivative with fluorescence.pdf - Published Version Restricted to Registered users only Download (6MB) | Request a copy

Abstract

A new fluorine-containing Schiff base, designated as 4-bromo-2-(((4-(2,2,2-trifluoroethoxy)phenyl)imino) methyl)phenol (BTPIMP), was synthesized through the condensation of 4-(2,2,2-trifluoroethoxy)aniline with 5-bromo-2-hydroxybenzaldehyde in an aqueous medium, utilizing Bovine Serum Albumin (BSA) as a biocatalyst to enhance water solubility. The structure of the synthesized compound was confirmed via 1H and 13C multinuclear NMR spectroscopy, complemented by single crystal X-ray diffraction (SCXRD) data. Detailed structural and Hirshfield surface analyses provided insights into the crystal packing and highlighted various intra- and intermolecular interactions that contribute to the stabilization of the crystal lattice. These interactions facilitated the formation of distinct synthons and a one-dimensional architecture within the compound. A strong correlation was noted between the experimental geometrical parameters and those obtained from DFT optimization. Additionally, the nature of intramolecular interactions was explored through QTAIM analysis. The fluorescence spectra indicated an emission maximum at 430 nm, suggesting potential applications for this compound in bluelight-emitting organic light-emitting diodes (OLEDs). Furthermore, antioxidant activity was assessed using the DPPH radical scavenging assay, revealing that BTPIMP outperformed ascorbic acid in efficacy.

Item Type:	Article
Uncontrolled Keywords:	Structural analysis, DFT, QTAIM, Fluorescence
Subjects:	D Physical Science > Physics
Divisions:	Department of > Physics
Depositing User:	Ms Varalakshmi
Date Deposited:	04 Nov 2025 09:58
Last Modified:	04 Nov 2025 09:58
URI:	http://eprints.uni-mysore.ac.in/id/eprint/17904

Actions (login required)

View Item