Exploring the Impacts of Substitution Position on Structural, Electronic, and Energetic Characteristics of Selected Chalcone Derivatives by DFT Method: A Quantum Computational Research

Sümeyya Serin

doi:10.17776/csj.1548916

EN

Exploring the Impacts of Substitution Position on Structural, Electronic, and Energetic Characteristics of Selected Chalcone Derivatives by DFT Method: A Quantum Computational Research

Abstract

Chalcone derivatives are frequently utilized as a versatile scaffold in molecular design studies due to their broad-spectrum activities. Structural modification studies applied to increase their biological activities to a remarkable level reveal the importance of substitution positions on aromatic rings. In this respect, the study aimed to explore the effects of changing substitution positions on molecular properties. Herein, the effects of distinct substitution positions on thermodynamic and physicochemical parameters, reactivity descriptors, absorption characteristics, and intramolecular interactions were investigated utilizing quantum chemical methods. To this end, (Density Functional Theory) DFT-based calculations were performed using the GAUSSIAN 16 software with B3LYP/6-311++G (d, p) level on ortho-OH, meta-OH, and para-OH substituted chalcone derivatives. While the calculated dipole moment and polarizability values differ, very similar results were obtained for the ∆E (total energy), ∆H (enthalpy), and ∆G (Gibbs free energy) parameters. The highest polarizability value, 296.193 a.u., was obtained for the para- isomer. The ∆Eg values in the gas phase were calculated as: 4.013 eV (m-) > 3.898 eV (p-) > 3.832 eV (o-). Also, the effects of different solvents on the absorption spectra of the studied isomers were investigated theoretically using (Time Dependent) TD-DFT calculations. Molecular orbitals contributing to electronic transitions were determined for each phase. It is further anticipated that the research findings will offer novel insights to inform future studies on the implications of the substitution position.

Keywords

References

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Details

Primary Language

English

Subjects

Computational Chemistry

Journal Section

Research Article

Authors

Sümeyya Serin ^*
0000-0002-4637-1734
Türkiye

Publication Date

March 25, 2025

Submission Date

September 12, 2024

Acceptance Date

February 12, 2025

Published in Issue

Year 2025 Volume: 46 Number: 1

DOI

https://doi.org/10.17776/csj.1548916

IZ

https://izlik.org/JA58PL73HZ

Cite

RIS / Bibtex

APA

Serin, S. (2025). Exploring the Impacts of Substitution Position on Structural, Electronic, and Energetic Characteristics of Selected Chalcone Derivatives by DFT Method: A Quantum Computational Research. Cumhuriyet Science Journal, 46(1), 79-90. https://doi.org/10.17776/csj.1548916

Cited By

Solvent-dependent spectral deconvolution of amino-substituted chalcones: UV–vis and FT-IR analysis supported by TD-DFT calculations

Journal of Molecular Structure

https://doi.org/10.1016/j.molstruc.2025.144083

Öz

Exploring the Impacts of Substitution Position on Structural, Electronic, and Energetic Characteristics of Selected Chalcone Derivatives by DFT Method: A Quantum Computational Research

Abstract

Keywords

References

Details

Primary Language

Subjects

Journal Section

Authors

Publication Date

Submission Date

Acceptance Date

Published in Issue

DOI

IZ

Cite

Cited By

Solvent-dependent spectral deconvolution of amino-substituted chalcones: UV–vis and FT-IR analysis supported by TD-DFT calculations