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Copper-doped functionalized β-cyclodextrin as an efficient green nanocatalyst for synthesis of 1,2,3-triazoles in water

Mahdieh Tajbakhsh, Mohammad Reza Naimi‐Jamal

2022Scientific Reports25 citationsDOIOpen Access PDF

Abstract

The synthesis of 1,2,3-triazoles with immobilized Cu(I) in thiosemicarbazide-functionalized β-cyclodextrin (Cu@TSC-β-CD) as a supramolecular catalyst was discussed. The catalyst was characterized by Fourier-transform infrared spectroscopy (FT-IR), thermogravimetric analysis (TGA), X-ray diffraction (XRD), scanning electron microscopy (SEM), energy-dispersive X-ray spectroscopy (EDS), and Inductively Coupled Plasma Optical Emission Spectroscopy (ICP-OES) measurements. The catalyst showed high activity (up to 95% yields of triazole products under optimized reaction conditions), providing a one-pot, atom-economic, and highly regioselective green method for 1,2,3-triazoles synthesis in an azide-alkyne cycloaddition (AAC) protocol in water. High stability and no appreciable leaching of Cu(I) were observed, owing to its strong binding via the coordination with thiosemicarbazide functionality.

Topics & Concepts

Thermogravimetric analysisCatalysisCycloadditionCyclodextrinAlkyneNuclear chemistryFourier transform infrared spectroscopyChemistryScanning electron microscopeClick chemistrySupramolecular chemistryRegioselectivityInductively coupled plasmaMaterials sciencePolymer chemistryOrganic chemistryChemical engineeringMoleculeQuantum mechanicsPhysicsEngineeringPlasmaComposite materialClick Chemistry and ApplicationsSynthesis and Characterization of Heterocyclic CompoundsAdenosine and Purinergic Signaling
Copper-doped functionalized β-cyclodextrin as an efficient green nanocatalyst for synthesis of 1,2,3-triazoles in water | Litcius