0000000000256074

AUTHOR

Rachid Laamari

Hyperbranched polyethylenimine-supported copper(II) ions as a macroliganted homogenous catalyst for strict click reactions of azides and alkynes in water

Abstract Loading hyperbranched polyethylenimine (PEI) with copper(II) ions leads to the formation of a new water-soluble metallodendritic polymer Cu(II)-PEI that has been found to effectively catalyze the clickable azide-alkyne [3 + 2] cycloaddition reactions in water under ambient conditions, in the lack of any external reducing agent. A positive dendritic effect on the catalyst activity was observed in the click of 1,2,3-triazole by lowering the reduction potential of copper(II) into the in-situ generation of the catalytically active species copper(I). The reaction proceeds straightforwardly to afford the corresponding 1,4-disubstituted-1,2,3-triazole derivatives in a regioselective manne…

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Facile immobilization of copper(I) acetate on silica: A recyclable and reusable heterogeneous catalyst for azide–alkyne clickable cycloaddition reactions

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 f…

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CCDC 1586019: Experimental Crystal Structure Determination

Related Article: Noura Aflak, Hicham Ben El Ayouchia, Lahoucine Bahsis, Hafid Anane, Rachid Laamari, Alejandro Pascual-Alvarez, Donatella Armentano, Salah-Eddine Stiriba|2019|Polyhedron|170|630|doi:10.1016/j.poly.2019.06.030

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