6533b827fe1ef96bd1285a3b
RESEARCH PRODUCT
Facile immobilization of copper(I) acetate on silica: A recyclable and reusable heterogeneous catalyst for azide–alkyne clickable cycloaddition reactions
Lahoucine BahsisSalah-eddine StiribaHafid AnaneAlejandro Pascual-álvarezDonatella ArmentanoNoura AflakRachid LaamariHicham Ben El Ayouchiasubject
chemistry.chemical_classification010405 organic chemistrySilica gelAlkyneRegioselectivity010402 general chemistryHeterogeneous catalysis01 natural sciencesCycloaddition0104 chemical sciencesCatalysisInorganic Chemistrychemistry.chemical_compoundchemistryNucleophilePolymer chemistryMaterials ChemistryAzidePhysical and Theoretical Chemistrydescription
Abstract The structurally well-defined copper(I) acetate was immobilized on silica gel via electrostatic interactions. The catalytic activity of the immobilized catalyst Cu(I)–SiO2 was examined in the click synthesis of 1,2,3-triazoles in water/ethanol at room temperature. The catalyst showed high catalytic activity and regioselectivity for the Huisgen [3+2] cycloaddition reaction between terminal alkynes and azides. The catalyst was recovered by simple filtration and reused for up to five times. The analysis of the local electrophilicity/nucleophilicity has been performed on the dinuclear copper–acetylide complex intermediate. Conceptual DFT (CDFT) analysis enabled the explanation of the formation of 1,2,3-triazole in a regioselective manner. FT-IR, XRPD, SEM and ICP techniques were used to characterize the immobilized catalyst.
year | journal | country | edition | language |
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2019-09-01 | Polyhedron |