Cargando…

Palladated Cyclodextrin Nanosponge-Alginate Dual Bead as an Efficient Catalyst for Hydrogenation of Nitroarenes in Aqueous Solution

In this study, we present a novel composite material consisting of β-cyclodextrin nanosponge and sodium alginate, used as a support for the immobilization of palladium (Pd) nanoparticles. The composite alginate-cyclodextrin nanosponge beads were prepared, taking advantage of the 3D polymeric network...

Descripción completa

Detalles Bibliográficos
Autores principales: Sadjadi, Samahe, Heydari, Abolfazl
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2023
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10422427/
https://www.ncbi.nlm.nih.gov/pubmed/37571132
http://dx.doi.org/10.3390/polym15153240
_version_ 1785089207198285824
author Sadjadi, Samahe
Heydari, Abolfazl
author_facet Sadjadi, Samahe
Heydari, Abolfazl
author_sort Sadjadi, Samahe
collection PubMed
description In this study, we present a novel composite material consisting of β-cyclodextrin nanosponge and sodium alginate, used as a support for the immobilization of palladium (Pd) nanoparticles. The composite alginate-cyclodextrin nanosponge beads were prepared, taking advantage of the 3D polymeric network and β-cyclodextrin cavity of the nanosponge. These beads exhibited excellent encapsulation capabilities for hydrophobic substrates, allowing their transfer in aqueous media. The cyclodextrin nanosponge served as a stabilizer for Pd nanoparticles and facilitated phase transfer. Additionally, the sodium alginate bead contributed to the robustness of the structure and improved the recovery and recyclability of the composite material. Comparative studies with control catalysts confirmed the beneficial effect of incorporating cyclodextrin nanosponge within alginate beads, particularly for more hydrophobic substrates. Optimization of reaction conditions revealed that employing 0.03 g of catalyst per mmol of nitroarene at 45 °C resulted in the maximum yield within 90 min. Evaluation of the substrate scope demonstrated the hydrogenation capability of various substrates with different electronic properties under the developed protocol. Notably, the nitro group was selectively reduced in substrates featuring competing functionalities. Furthermore, the recyclability and stability of the composite catalyst were confirmed, making it a promising candidate for sustainable catalysis.
format Online
Article
Text
id pubmed-10422427
institution National Center for Biotechnology Information
language English
publishDate 2023
publisher MDPI
record_format MEDLINE/PubMed
spelling pubmed-104224272023-08-13 Palladated Cyclodextrin Nanosponge-Alginate Dual Bead as an Efficient Catalyst for Hydrogenation of Nitroarenes in Aqueous Solution Sadjadi, Samahe Heydari, Abolfazl Polymers (Basel) Article In this study, we present a novel composite material consisting of β-cyclodextrin nanosponge and sodium alginate, used as a support for the immobilization of palladium (Pd) nanoparticles. The composite alginate-cyclodextrin nanosponge beads were prepared, taking advantage of the 3D polymeric network and β-cyclodextrin cavity of the nanosponge. These beads exhibited excellent encapsulation capabilities for hydrophobic substrates, allowing their transfer in aqueous media. The cyclodextrin nanosponge served as a stabilizer for Pd nanoparticles and facilitated phase transfer. Additionally, the sodium alginate bead contributed to the robustness of the structure and improved the recovery and recyclability of the composite material. Comparative studies with control catalysts confirmed the beneficial effect of incorporating cyclodextrin nanosponge within alginate beads, particularly for more hydrophobic substrates. Optimization of reaction conditions revealed that employing 0.03 g of catalyst per mmol of nitroarene at 45 °C resulted in the maximum yield within 90 min. Evaluation of the substrate scope demonstrated the hydrogenation capability of various substrates with different electronic properties under the developed protocol. Notably, the nitro group was selectively reduced in substrates featuring competing functionalities. Furthermore, the recyclability and stability of the composite catalyst were confirmed, making it a promising candidate for sustainable catalysis. MDPI 2023-07-29 /pmc/articles/PMC10422427/ /pubmed/37571132 http://dx.doi.org/10.3390/polym15153240 Text en © 2023 by the authors. https://creativecommons.org/licenses/by/4.0/Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (https://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Sadjadi, Samahe
Heydari, Abolfazl
Palladated Cyclodextrin Nanosponge-Alginate Dual Bead as an Efficient Catalyst for Hydrogenation of Nitroarenes in Aqueous Solution
title Palladated Cyclodextrin Nanosponge-Alginate Dual Bead as an Efficient Catalyst for Hydrogenation of Nitroarenes in Aqueous Solution
title_full Palladated Cyclodextrin Nanosponge-Alginate Dual Bead as an Efficient Catalyst for Hydrogenation of Nitroarenes in Aqueous Solution
title_fullStr Palladated Cyclodextrin Nanosponge-Alginate Dual Bead as an Efficient Catalyst for Hydrogenation of Nitroarenes in Aqueous Solution
title_full_unstemmed Palladated Cyclodextrin Nanosponge-Alginate Dual Bead as an Efficient Catalyst for Hydrogenation of Nitroarenes in Aqueous Solution
title_short Palladated Cyclodextrin Nanosponge-Alginate Dual Bead as an Efficient Catalyst for Hydrogenation of Nitroarenes in Aqueous Solution
title_sort palladated cyclodextrin nanosponge-alginate dual bead as an efficient catalyst for hydrogenation of nitroarenes in aqueous solution
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10422427/
https://www.ncbi.nlm.nih.gov/pubmed/37571132
http://dx.doi.org/10.3390/polym15153240
work_keys_str_mv AT sadjadisamahe palladatedcyclodextrinnanospongealginatedualbeadasanefficientcatalystforhydrogenationofnitroarenesinaqueoussolution
AT heydariabolfazl palladatedcyclodextrinnanospongealginatedualbeadasanefficientcatalystforhydrogenationofnitroarenesinaqueoussolution