Synthesis, in vitro and theoretical studies on newly synthesized deep blue emitting 4-(p-methylphenylsulfonyl-5-aryl/alkyl)oxazole analogues for biological and optoelectronic applications

In the present study, a series of 4,5-di-substituted oxazole derivatives (compounds 2a-p) were synthesized, using a novel methodology for the simultaneous determination of their biological and optoelectronic applications. Among the screened molecules, compounds 2j, 2 l and 2o showed very good antimicrobial potencies with MICs up to 1 mu g/mL. Furthermore, the photophysical parameters were estimated using theoretical and experimental techniques for optoelectronic applications. The excited-state dipole moment being higher than that of the ground state, investigated using solvato-chromatic method showed a redistribution of the electron densities in the excited state for the fluorophores. The HOMO-LUMO energies of the fluorophores estimated by using density functional theory (DFT) are found to be in good agreement with the experimental values. The electrophilic and nucleophilic sites were also recognized with the help of molecular electrostatic potential 3D plots using time-dependent-DFT computational analysis. The specific and non-specific interactions between the solute-solvent were analyzed by multiple linear regression analysis using Kamlet-Abound-Taft and Catalan parameters. Further, the global chemical reactivity descriptor parameter was also calculated. The photophysical properties of the fluorophores suggest that these may be considered as potential probes for OLED, solar cell, and chemosensor applications. (C) 2022 Elsevier B.V. All rights reserved.

Automated summary

In this study, a series of 4,5-di-substituted oxazole derivatives were synthesized using a novel methodology. Their potential applications in biology and optoelectronics were determined, and several compounds showed good antimicrobial activity. The photophysical properties of the compounds were also investigated using theoretical and experimental techniques.