Synthesis, structural studies and biological activities of three new 2-(pentadecylthio)-5-aryl-1,3,4-oxadiazoles3

1,3,4-Oxadiazoles are important class of heterocyclic compounds, with diverse biological applications. In this study, the synthesis of three different 1,3,4-oxadiazoles bearing pentadecyl moiety is reported. All compounds were synthesized with significant (70-82%) yields, characterized by using different spectroanalytical techniques such as UV-vis., FT-IR, NMR (H-1 and C-13), and finally structures were confirmed unequivocally by single crystal X-ray diffraction analysis. Quantum chemical studies by using GAUSSIAN software at DFT/B3LYP/6-31G (d, p) level of theory have been exercised to compare and validate the spectroscopic and X-ray results. Frontier molecular orbitals (FMOs) analysis of all compounds was performed by utilizing optimized geometries and gave the idea about kinetic stability and reactivity. Molecular electrostatic potential (MEP) analysis indicated the regions for electrophilic as well as nucleophilic attack. Compounds were also screened to check their antibacterial and antifungal potential. (C) 2016 Elsevier B.V. All rights reserved.