In this study, we have prepared a novel bis-Schiff-base copper(ii) complex by modifying FeO with acetylacetone functionalities and subsequently forming a Schiff base with 2-picolylamine and CuCl through a template method. Immobilization of 2,4-pentanedione and its reaction with 2-picolylamine enabled the synthesis of 1,3-diketimines (HNacNac) as an anionic ligand. This unique design resulted in a tetradentate N coordination sphere for copper(ii) ion complexation. The resulting heterogeneous catalyst, [FeO@Sil-Schiff-base-Cu(ii)], efficiently catalyzed the click condensation of diverse aryl nitriles with sodium azide to produce 5-substituted 1-tetrazoles in high yields and selectivity. The catalyst demonstrated remarkable stability and recyclability without appreciable loss of catalytic activity, as confirmed by hot filtration and reusability studies.
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http://www.ncbi.nlm.nih.gov/pmc/articles/PMC11533056 | PMC |
http://dx.doi.org/10.1039/d4na00642a | DOI Listing |
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