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Open AccessArticle

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

1
Department of Chemistry “Ugo Schiff”, University of Florence, Via della Lastruccia, 3-13, 50019 Sesto Fiorentino, Italy
2
Department of Inorganic and Organic Chemistry, University of Jaén, 23071 Jaén, Spain
3
Institute of Molecular Sciences, University of Valencia, Calle José Beltrán Martínez, 2, 46980 Paterna (Valencia), Spain
*
Authors to whom correspondence should be addressed.
Academic Editor: Laura Rodríguez
Molecules 2019, 24(15), 2714; https://doi.org/10.3390/molecules24152714
Received: 28 June 2019 / Revised: 23 July 2019 / Accepted: 24 July 2019 / Published: 26 July 2019
(This article belongs to the Special Issue Advances in Supramolecular Chemistry)
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. View Full-Text
Keywords: catalysis; Sonogashira; cross coupling; palladium catalyst; azamacrocycles; surface adsorption; supramolecular interactions catalysis; Sonogashira; cross coupling; palladium catalyst; azamacrocycles; surface adsorption; supramolecular interactions
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MDPI and ACS Style

Savastano, M.; Arranz-Mascarós, P.; Clares, M.P.; Cuesta, R.; Godino-Salido, M.L.; Guijarro, L.; Gutiérrez-Valero, M.D.; Inclán, M.; Bianchi, A.; García-España, E.; López-Garzón, R. A New Heterogeneous Catalyst Obtained via Supramolecular Decoration of Graphene with a Pd2+ Azamacrocyclic Complex. Molecules 2019, 24, 2714.

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