Design and characterization of an urea-bridged PMO supporting Cu(II) nanoparticles as highly efficient heterogeneous catalyst for synthesis of tetrazole derivatives

Abstract

In this work, a new periodic mesoporous organosilica with urea-bridges produced by the reaction of (3-aminopropyl)triethoxysilane and toluene-2,4-diisocyanate (APS-TDU-PMO) is introduced. The obtained APS-TDU-PMO was found to be an appropriate support for loading of Cu(II) nanoparticles to afford supramolecular Cu@APS-TDU-PMO nanocomposite. Uniformity and mesoporosity of both synthesized nanomaterials including APS-TDU-PMO and Cu@APS-TDU-PMO were proved by different spectroscopic, microscopic or analytical techniques including FTIR, EDX, XRD, FESEM, TEM, BET, TGA and DTA. Furthermore, the prepared Cu@APS-TDU-PMO nanomaterial was also used, as a heterogeneous and recyclable catalyst, for the synthesis of tetrazole derivatives through cascade condensation, concerted cycloaddition and tautomerization reactions. Indeed, the main advantages of this Cu@APS-TDU-PMO is its simple preparation and high catalytic activity as well as proper surface area which enable it to work under solvent-free conditions. Also, the introduced Cu@APS-TDU-PMO heterogeneous catalyst showed good stability and reusability for six consecutive runs to address more green chemistry principles.