Potential Synthetic Routes and Metal-Ion Sensing Applications of 1,3,4-Oxadiazoles: An Integrative Review.

Abstract

Oxadiazoles, especially 1,3,4-oxadiazole scaffolds, stand among the foremost heterocyclic fragments with a broad spectrum of applications in diverse fields, including pharmacology, polymers, material science, and organic electronics, among others. In this comprehensive review, we summarize the pivotal synthetic strategies for 1,3,4-oxadiazole derivatives including dehydrogenative cyclization of 1,2-diacylhydrazines, oxidative cyclization of acylhydrazones, condensation cyclization, C-H activation of oxadiazole ring, decarboxylative cyclization and oxidative annulation along with plausible mechanisms. The set of 1,3,4-oxadiazoles selected from the literature and discussed herein epitomize the ease of synthesis as well as the possibility of linking π-conjugated groups; thereby encouraging the use of these molecules as important starting building blocks for a wide variety of fluorescent frameworks, particularly in the development of potential chemosensors. High photoluminescent quantum yield, excellent thermal and chemical stability, and the presence of potential coordination (N and O donor atoms) sites make these molecules a prominent choice for metal-ions sensors. An overview of selective metal-ion sensing, the detection limit along with the sensing mechanisms (photo-induced electron transfer, excited-state intramolecular proton transfer, and complex formation) is also included.