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Copper Single Atoms Chelated on Ligand‐Modified Carbon for Ullmann‐type C−O Coupling

Vincenzo Ruta, Giovanni Di Liberto, Francesco Moriggi, Yurii P. Ivanov, Giorgio Divitini, Gianlorenzo Bussetti, Vincenzina Barbera, Mark A. Bajada, Maurizio Galimberti, Gianfranco Pacchioni, Gianvito Vilé

2023ChemSusChem20 citationsDOIOpen Access PDF

Abstract

Cross-coupling reactions are of great importance in chemistry due to their ability to facilitate the construction of complex organic molecules. Among these reactions, the Ullmann-type C-O coupling between phenols and aryl halides is particularly noteworthy and useful for preparing diarylethers. However, this reaction typically relies on homogeneous catalysts that rapidly deactivate under harsh reaction conditions. In this study, we introduce a novel heterogeneous catalyst for the Ullmann-type C-O coupling reaction, comprised of isolated Cu atoms chelated to a tetraethylenepentamine-pyrrole ligand that is immobilized on graphite nanoplatelets. The catalytic study reveals the recyclability of the material, and demonstrates the crucial role of the pyrrole linker in stabilizing the Cu sites. The work expands the potential of single-atom catalyst nanoarchitectures and underscores the significance of ligands in stabilizing metals in cationic forms, providing a novel, tailored catalyst for cross-coupling chemistries.

Topics & Concepts

CatalysisChemistryCoupling reactionLigand (biochemistry)PyrroleArylHalideCopperHomogeneous catalysisUllmann reactionChelationCombinatorial chemistryInorganic chemistryOrganic chemistryAlkylReceptorBiochemistryCatalytic C–H Functionalization MethodsCatalytic Cross-Coupling ReactionsAsymmetric Hydrogenation and Catalysis
Copper Single Atoms Chelated on Ligand‐Modified Carbon for Ullmann‐type C−O Coupling | Litcius