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Palladium nanoparticles-anchored dual-responsive SBA-15-PNIPAM/PMAA nanoreactor: a novel heterogeneous catalyst for a green Suzuki–Miyaura cross-coupling reaction

To develop a sustainable and cost-effective catalyst for cross-coupling reactions, dual (temperature and pH)-responsive poly(N-isopropyl acrylamide-co-methacrylic acid) (PNIPAM/PMAA) functionalised SBA-15 was synthesised via free radical polymerisation using potassium persulfate as an initiator and...

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Detalles Bibliográficos
Autores principales: Mohan, Anandhu, Rout, Lipeeka, Thomas, Anju Maria, Peter, Jerome, Nagappan, Saravanan, Parambadath, Surendran, Ha, Chang-Sik
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2020
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9055733/
https://www.ncbi.nlm.nih.gov/pubmed/35519126
http://dx.doi.org/10.1039/d0ra05786j
Descripción
Sumario:To develop a sustainable and cost-effective catalyst for cross-coupling reactions, dual (temperature and pH)-responsive poly(N-isopropyl acrylamide-co-methacrylic acid) (PNIPAM/PMAA) functionalised SBA-15 was synthesised via free radical polymerisation using potassium persulfate as an initiator and decorated with palladium nanoparticles (PdNPs-SBA-15-PNIPAM/PMAA). The X-ray photoelectron spectroscopic analysis revealed that the Pd content in the zero oxidation state of the catalyst was 1.21 wt%. The dynamic light scattering studies showed that the catalyst exhibited swelling behaviours at low temperatures (<32 °C) and high pH (>4), but exhibited deswelling behaviours at high temperatures (>32 °C) and low pH (<4). To examine the performance of the catalyst, Suzuki–Miyaura cross-coupling (SMC) reaction was conducted under batch reaction conditions. The reaction conditions were optimised with various parameters using phenylboronic acid and bromobenzene as the model substrates. High conversions (>90%) were realized for the room-temperature SMC reaction in an aqueous medium for various substituted aryl halides, while the conversion was low at relatively high temperatures (>32 °C). The conversion was dependent on the different electronic effects between the electron-releasing and electron-withdrawing groups of the aryl halides. After the experiment, the catalyst was successfully recovered without any loss of heterogeneity and could be reused at least up to the fifth cycle.