Abstract
Palladacycles are highly efficient precatalysts in cross-coupling reactions whose immobilization on carbonaceous materials has been hardly studied. Herein, we report a detailed study on the synthesis and characterization of new oxime palladacycle-graphene oxide non-covalent materials along with their catalytic activity in the Suzuki–Miyaura reaction. Catalyst 1-GO, which has been fully characterized by ICP, XPS, TGA, and UV-Vis analyses has been demonstrated to be an efficient catalyst for the Suzuki–Miyaura coupling between aryl bromides and arylboronic acids using very low catalyst loadings (0.002 mol % of Pd) at room temperature under aqueous conditions.
Highlights
Palladium-catalyzed cross-coupling reactions occupy a predominant place in the arsenal of synthetic chemists [1,2,3,4,5,6,7,8,9]
Silica-based supports [14,15,16,17,18,19,20,21,22,23,24], organic polymers [19,25,26,27,28,29,30,31,32,33,34,35,36,37], monolithic supports [38], magnetic nanoparticles [39,40], macrocyclic molecules [41], and Montmorillonite [42,43], are the studied systems. These catalysts can be generally reused, a progressive deactivation caused by complex degradation is usually observed, with the reaction products generally being vulnerable to palladium contamination [44]
We have shown that palladium nanoparticles (Pd NPs), supported on graphene recently, we haveoxide, shownefficiently that palladium nanoparticles (Pd NPs), supported on between graphene aryl and and Very reduced graphene catalyze the Suzuki–Miyaura coupling reduced graphene oxide, efficiently catalyze the Suzuki–Miyaura coupling between aryl bromides and bromides and potassium aryltrifluoroborates under aqueous and low loading conditions
Summary
Palladium-catalyzed cross-coupling reactions occupy a predominant place in the arsenal of synthetic chemists [1,2,3,4,5,6,7,8,9]. Silica-based supports [14,15,16,17,18,19,20,21,22,23,24], organic polymers [19,25,26,27,28,29,30,31,32,33,34,35,36,37], monolithic supports [38], magnetic nanoparticles [39,40], macrocyclic molecules [41], and Montmorillonite [42,43], are the studied systems These catalysts can be generally reused, a progressive deactivation caused by complex degradation is usually observed, with the reaction products generally being vulnerable to palladium contamination [44].
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