Carbon-supported statistically distributed polyethyleneimine/palladium (II) complexes as efficient and sustainable Sonogashira catalysts
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Peñas Sanjuan, Antonio; Anderson, James A.; López Garzón, Rafael; Pérez Mendoza, Manuel José; Melguizo, ManuelEditorial
Elsevier B.V.
Materia
Heterogeneous polymer-based catalyst Hyperbranched polyethyleneimine Palladium complexes Aqueous phase catalysis Sonogashira cross-coupling reaction
Date
2023-06Referencia bibliográfica
Peñas Sanjuan, A. et al. Carbon-supported statistically distributed polyethyleneimine/palladium (II) complexes as efficient and sustainable Sonogashira catalysts. Reactive and Functional Polymers Volume 190, September 2023, 105643. [https://doi.org/10.1016/j.reactfunctpolym.2023.105643]
Sponsorship
Spanish Ministry of Science & Innovation; Junta de Andalucía MAT2009-14185-C02-01, P09-FQM-4765; University of Jaén, CICTAbstract
A novel approach toward the obtaining of a Pd (II) carbon-supported catalyst based on a statistical distributed polymer (hyperbranched polyethyleneimine) and its use as a highly efficient and sustainable catalyst for Sonogashira-type coupling reactions is presented. The heterogenous Pd (II)/HBPEI catalyst fabricated through a facile, cost-effective and scalable procedure provides an innovative catalyst structure based on statistical distributed singular catalytic centers with well-defined Pd-Polymer chemical interactions, highly resistant to suffer leaching processes and extensively and homogenously distributed across the whole carbon surface. The catalyst exhibited excellent catalytic and recycling activity for several cross-coupling reactions between different aryl halides and terminal alkynes, free of any undesired by-product and in excellent yields, under air atmosphere, using water as solvent, at moderate temperatures (65 °C) and avoiding the use of phosphine derivatives, Cu(I) as co-catalyst and excess of any of the reactant. Therefore, the reported Pd(II)-HBPEI carbon-supported material can be considered a truly competitive heterogeneous Pd(II) catalyst for large-scale under green chemistry conditions.