A New Heterogeneous Catalyst Obtained via Supramolecular Decoration of Graphene with a Pd2+ Azamacrocyclic Complex

A new G-(H2L)-Pd heterogeneous catalyst has been prepared via a self-assembly process consisting in the spontaneous adsorption, in water at room temperature, of a macrocyclic H2L ligand on graphene (G) (G + H2L = G-(H2L)), followed by decoration of the macrocycle with Pd2+ ions (G-(H2L) + Pd2+ = G-(...

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Bibliographic Details
Published in:Molecules (Basel, Switzerland) Switzerland), 2019-07, Vol.24 (15), p.2714
Main Authors: Savastano, Matteo, Arranz-Mascarós, Paloma, Clares, Maria Paz, Cuesta, Rafael, Godino-Salido, Maria Luz, Guijarro, Lluis, Gutiérrez-Valero, Maria Dolores, Inclán, Mario, Bianchi, Antonio, García-España, Enrique, López-Garzón, Rafael
Format: Article
Language:English
Subjects:
Aqueous solutions
azamacrocycles
Carbon
catalysis
Catalysts
Cross coupling
Decoration
Graphene
Ligands
Nitrogen
Palladium
palladium catalyst
Polyamines
Room temperature
Self-assembly
Sonogashira
supramolecular interactions
surface adsorption
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Summary:A new G-(H2L)-Pd heterogeneous catalyst has been prepared via a self-assembly process consisting in the spontaneous adsorption, in water at room temperature, of a macrocyclic H2L ligand on graphene (G) (G + H2L = G-(H2L)), followed by decoration of the macrocycle with Pd2+ ions (G-(H2L) + Pd2+ = G-(H2L)-Pd) under the same mild conditions. This supramolecular approach is a sustainable (green) procedure that preserves the special characteristics of graphene and furnishes an efficient catalyst for the Cu-free Sonogashira cross coupling reaction between iodobenzene and phenylacetylene. Indeed, G-(H2L)-Pd shows an excellent conversion (90%) of reactants into diphenylacetylene under mild conditions (50 °C, water, aerobic atmosphere, 14 h). The catalyst proved to be reusable for at least four cycles, although decreasing yields down to 50% were observed.
ISSN:1420-3049
1420-3049
DOI:10.3390/molecules24152714