Cargando…
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...
Autores principales: | , , , , , , |
---|---|
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 |
_version_ | 1784697479124484096 |
---|---|
author | Mohan, Anandhu Rout, Lipeeka Thomas, Anju Maria Peter, Jerome Nagappan, Saravanan Parambadath, Surendran Ha, Chang-Sik |
author_facet | Mohan, Anandhu Rout, Lipeeka Thomas, Anju Maria Peter, Jerome Nagappan, Saravanan Parambadath, Surendran Ha, Chang-Sik |
author_sort | Mohan, Anandhu |
collection | PubMed |
description | 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. |
format | Online Article Text |
id | pubmed-9055733 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2020 |
publisher | The Royal Society of Chemistry |
record_format | MEDLINE/PubMed |
spelling | pubmed-90557332022-05-04 Palladium nanoparticles-anchored dual-responsive SBA-15-PNIPAM/PMAA nanoreactor: a novel heterogeneous catalyst for a green Suzuki–Miyaura cross-coupling reaction Mohan, Anandhu Rout, Lipeeka Thomas, Anju Maria Peter, Jerome Nagappan, Saravanan Parambadath, Surendran Ha, Chang-Sik RSC Adv Chemistry 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. The Royal Society of Chemistry 2020-07-28 /pmc/articles/PMC9055733/ /pubmed/35519126 http://dx.doi.org/10.1039/d0ra05786j Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by-nc/3.0/ |
spellingShingle | Chemistry Mohan, Anandhu Rout, Lipeeka Thomas, Anju Maria Peter, Jerome Nagappan, Saravanan Parambadath, Surendran Ha, Chang-Sik Palladium nanoparticles-anchored dual-responsive SBA-15-PNIPAM/PMAA nanoreactor: a novel heterogeneous catalyst for a green Suzuki–Miyaura cross-coupling reaction |
title | Palladium nanoparticles-anchored dual-responsive SBA-15-PNIPAM/PMAA nanoreactor: a novel heterogeneous catalyst for a green Suzuki–Miyaura cross-coupling reaction |
title_full | Palladium nanoparticles-anchored dual-responsive SBA-15-PNIPAM/PMAA nanoreactor: a novel heterogeneous catalyst for a green Suzuki–Miyaura cross-coupling reaction |
title_fullStr | Palladium nanoparticles-anchored dual-responsive SBA-15-PNIPAM/PMAA nanoreactor: a novel heterogeneous catalyst for a green Suzuki–Miyaura cross-coupling reaction |
title_full_unstemmed | Palladium nanoparticles-anchored dual-responsive SBA-15-PNIPAM/PMAA nanoreactor: a novel heterogeneous catalyst for a green Suzuki–Miyaura cross-coupling reaction |
title_short | Palladium nanoparticles-anchored dual-responsive SBA-15-PNIPAM/PMAA nanoreactor: a novel heterogeneous catalyst for a green Suzuki–Miyaura cross-coupling reaction |
title_sort | palladium nanoparticles-anchored dual-responsive sba-15-pnipam/pmaa nanoreactor: a novel heterogeneous catalyst for a green suzuki–miyaura cross-coupling reaction |
topic | Chemistry |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9055733/ https://www.ncbi.nlm.nih.gov/pubmed/35519126 http://dx.doi.org/10.1039/d0ra05786j |
work_keys_str_mv | AT mohananandhu palladiumnanoparticlesanchoreddualresponsivesba15pnipampmaananoreactoranovelheterogeneouscatalystforagreensuzukimiyauracrosscouplingreaction AT routlipeeka palladiumnanoparticlesanchoreddualresponsivesba15pnipampmaananoreactoranovelheterogeneouscatalystforagreensuzukimiyauracrosscouplingreaction AT thomasanjumaria palladiumnanoparticlesanchoreddualresponsivesba15pnipampmaananoreactoranovelheterogeneouscatalystforagreensuzukimiyauracrosscouplingreaction AT peterjerome palladiumnanoparticlesanchoreddualresponsivesba15pnipampmaananoreactoranovelheterogeneouscatalystforagreensuzukimiyauracrosscouplingreaction AT nagappansaravanan palladiumnanoparticlesanchoreddualresponsivesba15pnipampmaananoreactoranovelheterogeneouscatalystforagreensuzukimiyauracrosscouplingreaction AT parambadathsurendran palladiumnanoparticlesanchoreddualresponsivesba15pnipampmaananoreactoranovelheterogeneouscatalystforagreensuzukimiyauracrosscouplingreaction AT hachangsik palladiumnanoparticlesanchoreddualresponsivesba15pnipampmaananoreactoranovelheterogeneouscatalystforagreensuzukimiyauracrosscouplingreaction |