Propiedades de reactividad de derivados de 1,3-benzoxazol: Diseño Push-Pull con grupos CH3 y OH en fase gaseosa

Dairo J. Hernández Páez; Rafael José Carrasquilla Orozco

doi:10.18359/rfcb.7790

Dairo J. Hernández Páez Uniguajira https://orcid.org/0000-0002-2176-5307
Rafael José Carrasquilla Orozco Universidad Popular del Cesar (Colombia)

Palabras clave: 1,3-benzoxazole, push–pull systems, Density Functional Theory, molecular reactivity, frontier molecular orbitals

Resumen Autores/as Descargas Referencias bibliográficas Cómo citar

Resumen

A theoretical study of the electronic and reactivity properties of push–pull 1,3-benzoxazole derivatives substituted with electron-donor (CH3) and electron-acceptor (OH) groups was carried out in the gas phase. Different substitution patterns were investigated by replacing hydrogen atoms at selected positions of the benzoxazole framework with CH3 and OH substituents to evaluate the influence of donor–acceptor interactions on the structural and electronic properties of the molecular systems. Density Functional Theory (DFT) calculations at the B3LYP/6-31+G(d) level of theory were employed to analyze optimized geometries, charge distribution, frontier molecular orbitals, and global reactivity descriptors. The results show that donor–acceptor substitutions produce noticeable modifications in the electronic charge distribution, dipole moment, ionization potential (IP), electron affinity (EA), electronegativity (χ), molecular hardness (η), and HOMO–LUMO energy gaps of the investigated benzoxazole derivatives. In general, the substituted systems exhibited reduced HOMO–LUMO energy gaps relative to the parent structure, suggesting enhanced electronic polarization and charge redistribution associated with the push–pull molecular framework. The calculated molecular descriptors further indicate differences in the electronic behavior and relative reactivity of the investigated substitution patterns. These findings provide theoretical insights into the influence of donor–acceptor substitutions on the electronic properties of benzoxazole derivatives and contribute to the understanding of push–pull conjugated molecular systems with potential applications in organic and optoelectronic materials.

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Cómo citar

Hernández Páez, D. J., & Carrasquilla Orozco, R. J. (2026). Reactivity Properties of 1,3-Benzoxazole Derivatives: Push-Pull Design with CH3 and OH Groups in the Gas Phase. Revista Facultad De Ciencias Básicas, 20(1). https://doi.org/10.18359/rfcb.7790