Investigation of photophysical and electronic properties of aurone derivatives: Insights from spectroscopic techniques and density functional theory calculations

Ehsan Ullah Mughal; Ahlam Roufieda Guerroudj; Ebru Bozkurt; Nafeesa Naeem; Amina Sadiq; Jabir H Al-Fahemi; Rabab S Jassas; Essam M Hussein; Nourdine Boukabcha; Abdelkader Chouaih; Saleh A Ahmed

doi:10.1016/j.saa.2023.123130

Investigation of photophysical and electronic properties of aurone derivatives: Insights from spectroscopic techniques and density functional theory calculations

Spectrochim Acta A Mol Biomol Spectrosc. 2023 Dec 5:302:123130. doi: 10.1016/j.saa.2023.123130. Epub 2023 Jul 11.

Authors

Affiliations

¹ Department of Chemistry, University of Gujrat, Gujarat 50700, Pakistan. Electronic address: ehsan.ullah@uog.edu.pk.
² Laboratory of Technology and Solid Properties (LTPS), Abdelhamid Ibn Badis University of Mostaganem, 27000 Mostaganem, Algeria. Electronic address: roufieda.guerroudj@yahoo.com.
³ Program of Occupational Health and Safety, Vocational College of Technical Sciences, Atatürk University, 25240 Erzurum, Turkey; Department of Nanoscience and Nanoengineering, Graduate School of Natural and Applied Sciences, Atatürk University, 25240 Erzurum, Turkey.
⁴ Department of Chemistry, University of Gujrat, Gujarat 50700, Pakistan.
⁵ Department of Chemistry, Govt. College Women University, Sialkot 51300, Pakistan.
⁶ Department of Chemistry, Faculty of Applied Sciences, Umm Al-Qura University, Makkah 21955, Saudi Arabia.
⁷ Department of Chemistry, Jamoum University College, Umm Al-Qura University, 21955 Makkah, Saudi Arabia.
⁸ Department of Chemistry, Faculty of Applied Sciences, Umm Al-Qura University, Makkah 21955, Saudi Arabia; Chemistry Department, Faculty of Science, Assiut University, 71516 Assiut, Egypt.
⁹ Laboratory of Technology and Solid Properties (LTPS), Abdelhamid Ibn Badis University of Mostaganem, 27000 Mostaganem, Algeria; Chemistry Department, Faculty of Exact Sciences and Informatic, Hassiba Benbouali University, Chlef 02000, Algeria.
¹⁰ Laboratory of Technology and Solid Properties (LTPS), Abdelhamid Ibn Badis University of Mostaganem, 27000 Mostaganem, Algeria.
¹¹ Department of Chemistry, Faculty of Applied Sciences, Umm Al-Qura University, Makkah 21955, Saudi Arabia. Electronic address: saahmed@uqu.edu.sa.

PMID: 37517274
DOI: 10.1016/j.saa.2023.123130

Abstract

This paper reports on a study of the photophysical properties, density functional theory (DFT) calculations, infrared (IR), ultraviolet (UV) and nuclear magnetic resonance (NMR) spectroscopic techniques of a series of aurone compounds. The photophysical properties were investigated using UV absorption and fluorescence spectroscopy in a dimethyl sulfoxide (DMSO) solution. Furthermore, the fluorescence quantum yields of the target compounds (1-24) were also investigated. Remarkably, these compounds revealed high quantum yields (Φ = 0.001-0.729) as compared to the already existing aurones in literature. The DFT calculations were performed to elucidate the electronic structure, energy levels and draw a comparison between experimental and theoretical findings. The simulated properties such as molecular frontier orbitals, the density of states, reactivity descriptors (GCRD), electrostatic potential distribution, transition density matrix, electron localization function (ELF) and localized orbital locator (LOL) have been calculated using DFT. The DFT calculations provided insight into the electronic structure and energy levels of the aurone compounds, while the IR and UV spectroscopy results shed light on their functional groups and electronic transitions, respectively. The results of this study contribute to a better understanding of the photophysical properties of aurone compounds and suggest their potential use in technological applications.

Keywords: Absorption; Aurones; B3LYP; DFT; ELF; Fluorescence; IR; LOL; NMR; Potential energy distribution.