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Vol. 36 No. 11 (2024): Vol 36 Issue 11, 2024

Copyright (c) 2024 Yadagiri Bhongiri, Sundarpal Vudutha, Srinu J, Sailaja Guntuka, Shashikanth B, Kiran kumar V, Manohar B, Someshwar P, Rajitha Nampally

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Charge Transfer Interaction Dynamics between 2-Methyl-8-hydroxyquinoline and 2,4-Dinitrophenol: Synthesis, Spectroscopic Characterization, DNA Binding and DFT Studies

https://doi.org/10.14233/ajchem.2024.32582
V. Sundarpal
Department of Chemistry, Osmania University, Hyderabad-500007, India
https://orcid.org/0009-0007-2133-1350
J. Srinu
Department of Chemistry, Osmania University, Hyderabad-500007, India
https://orcid.org/0009-0006-6564-8889
G. Sailaja
Department of Chemistry, Osmania University, Hyderabad-500007, India
https://orcid.org/0009-0004-7200-9968
B. Shashi Kanth
Department of Chemical Technology, Loyola Academy, Hyderabad-500010, India
https://orcid.org/0000-0003-0583-391X
V. Kiran Kumar
Department of Chemistry, IIT Hyderabad, Kandi, Sangareddy-502285, India
https://orcid.org/0009-0001-6293-5667
B. Manohar
Department of Chemistry, Osmania University, Hyderabad-500007, India
https://orcid.org/0000-0002-5433-0529
P. Someshwar
Department of Chemistry, Osmania University, Hyderabad-500007, India
https://orcid.org/0000-0002-4831-5250
N. Rajitha
Department of Chemistry, Nizam College, Hyderabad-500001, India
https://orcid.org/0009-0009-7965-1220
B. Yadagiri
Department of Chemistry, Osmania University, Hyderabad-500007, India
https://orcid.org/0000-0002-7127-6915

Corresponding Author(s) : B. Yadagiri

bygiriou@gmail.com

Asian Journal of Chemistry, Vol. 36 No. 11 (2024): Vol 36 Issue 11, 2024

Abstract

A novel charge transfer (CT) complex was formed by combining the electron-acceptor 2,4-dinitrophenol (DNP) with the electron-donor 2-methyl-8-hydroxyquinoline (MHQ). The complex obtained was further characterized using both experimental and theoretical methods. The Benesi-Hildebrand equation can be utilized to determine various spectroscopic physical measurements such as the molar absorptivity (εCT) and formation constant (KCT). The CT complex has a stoichiometry of 1:1. Multiple spectroscopic methods were employed to investigate the resultant solid compound. The existence of charge and proton transfer in the resultant complex was confirmed by FT-IR, 1H NMR, SEM-EDX and powder-XRD studies. An electron absorption spectroscopy examination was done to analyze the complex DNA binding capability. The resulting complex was determined to have an intercalative binding mechanism, with an intrinsic binding constant (Kb) value of 4.2 × 106 M-1. The experimental results were corroborated by performing theoretical calculations using DFT using a CAM-B3LYP/6-31G(d,p) basis set. The geometrical parameters, electrostatic potential maps (MEPs) and Mullikan charges were computed and examined in agreement with the experimental observations. In addition to electron transmission, the stability of the complex is influenced by the presence of a hydrogen bond.

Keywords

Charge transfer complex Proton transfer DFT calculation DNA binding
Sundarpal, V., Srinu, J., Sailaja, G., Shashi Kanth, B., Kumar, V. K., Manohar, B., … Yadagiri, B. (2024). Charge Transfer Interaction Dynamics between 2-Methyl-8-hydroxyquinoline and 2,4-Dinitrophenol: Synthesis, Spectroscopic Characterization, DNA Binding and DFT Studies. Asian Journal of Chemistry, 36(11), 2583–2592. https://doi.org/10.14233/ajchem.2024.32582
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