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Cu(II) and magnetite nanoparticles decorated melamine-functionalized chitosan: A synergistic multifunctional catalyst for sustainable cascade oxidation of benzyl alcohols/Knoevenagel condensation
The uniform decoration of Cu(II) species and magnetic nanoparticles on the melamine-functionalized chitosan afforded a new supramolecular biopolymeric nanocomposite (Cs-Pr-Me-Cu(II)-Fe(3)O(4)). The morphology, structure, and catalytic activity of the Cs-Pr-Me-Cu(II)-Fe(3)O(4) nanocomposite have been...
Autores principales: | , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
Nature Publishing Group UK
2019
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6883033/ https://www.ncbi.nlm.nih.gov/pubmed/31780721 http://dx.doi.org/10.1038/s41598-019-53765-3 |
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author | Alirezvani, Zahra Dekamin, Mohammad G. Valiey, Ehsan |
author_facet | Alirezvani, Zahra Dekamin, Mohammad G. Valiey, Ehsan |
author_sort | Alirezvani, Zahra |
collection | PubMed |
description | The uniform decoration of Cu(II) species and magnetic nanoparticles on the melamine-functionalized chitosan afforded a new supramolecular biopolymeric nanocomposite (Cs-Pr-Me-Cu(II)-Fe(3)O(4)). The morphology, structure, and catalytic activity of the Cs-Pr-Me-Cu(II)-Fe(3)O(4) nanocomposite have been systematically investigated. It was found that Cs-Pr-Me-Cu(II)-Fe(3)O(4) nanocomposite can smoothly promote environmentally benign oxidation of different benzyl alcohol derivatives by tert-butyl hydroperoxide (TBHP) to their corresponding benzaldehydes and subsequent Knoevenagel condensation with malononitrile, as a multifunctional catalyst. Interestingly, Fe(3)O(4) nanoparticles enhance the catalytic activity of Cu(II) species. The corresponding benzylidenemalononitriles were formed in high to excellent yields at ambient pressure and temperature. The heterogeneous Cs-Pr-Me-Cu(II)-Fe(3)O(4) catalyst was also very stable with almost no leaching of the Cu(II) species into the reaction medium and could be easily recovered by an external magnet. The recycled Cs-Pr-Me-Cu(II)-Fe(3)O(4) was reused at least four times with slight loss of its activity. This is a successful example of the combination of chemo- and bio-drived materials catalysis for mimicing biocatalysis as well as sustainable and one pot multistep synthesis. |
format | Online Article Text |
id | pubmed-6883033 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2019 |
publisher | Nature Publishing Group UK |
record_format | MEDLINE/PubMed |
spelling | pubmed-68830332019-12-31 Cu(II) and magnetite nanoparticles decorated melamine-functionalized chitosan: A synergistic multifunctional catalyst for sustainable cascade oxidation of benzyl alcohols/Knoevenagel condensation Alirezvani, Zahra Dekamin, Mohammad G. Valiey, Ehsan Sci Rep Article The uniform decoration of Cu(II) species and magnetic nanoparticles on the melamine-functionalized chitosan afforded a new supramolecular biopolymeric nanocomposite (Cs-Pr-Me-Cu(II)-Fe(3)O(4)). The morphology, structure, and catalytic activity of the Cs-Pr-Me-Cu(II)-Fe(3)O(4) nanocomposite have been systematically investigated. It was found that Cs-Pr-Me-Cu(II)-Fe(3)O(4) nanocomposite can smoothly promote environmentally benign oxidation of different benzyl alcohol derivatives by tert-butyl hydroperoxide (TBHP) to their corresponding benzaldehydes and subsequent Knoevenagel condensation with malononitrile, as a multifunctional catalyst. Interestingly, Fe(3)O(4) nanoparticles enhance the catalytic activity of Cu(II) species. The corresponding benzylidenemalononitriles were formed in high to excellent yields at ambient pressure and temperature. The heterogeneous Cs-Pr-Me-Cu(II)-Fe(3)O(4) catalyst was also very stable with almost no leaching of the Cu(II) species into the reaction medium and could be easily recovered by an external magnet. The recycled Cs-Pr-Me-Cu(II)-Fe(3)O(4) was reused at least four times with slight loss of its activity. This is a successful example of the combination of chemo- and bio-drived materials catalysis for mimicing biocatalysis as well as sustainable and one pot multistep synthesis. Nature Publishing Group UK 2019-11-28 /pmc/articles/PMC6883033/ /pubmed/31780721 http://dx.doi.org/10.1038/s41598-019-53765-3 Text en © The Author(s) 2019 Open Access This article is licensed under a Creative Commons Attribution 4.0 International License, which permits use, sharing, adaptation, distribution and reproduction in any medium or format, as long as you give appropriate credit to the original author(s) and the source, provide a link to the Creative Commons license, and indicate if changes were made. The images or other third party material in this article are included in the article’s Creative Commons license, unless indicated otherwise in a credit line to the material. If material is not included in the article’s Creative Commons license and your intended use is not permitted by statutory regulation or exceeds the permitted use, you will need to obtain permission directly from the copyright holder. To view a copy of this license, visit http://creativecommons.org/licenses/by/4.0/. |
spellingShingle | Article Alirezvani, Zahra Dekamin, Mohammad G. Valiey, Ehsan Cu(II) and magnetite nanoparticles decorated melamine-functionalized chitosan: A synergistic multifunctional catalyst for sustainable cascade oxidation of benzyl alcohols/Knoevenagel condensation |
title | Cu(II) and magnetite nanoparticles decorated melamine-functionalized chitosan: A synergistic multifunctional catalyst for sustainable cascade oxidation of benzyl alcohols/Knoevenagel condensation |
title_full | Cu(II) and magnetite nanoparticles decorated melamine-functionalized chitosan: A synergistic multifunctional catalyst for sustainable cascade oxidation of benzyl alcohols/Knoevenagel condensation |
title_fullStr | Cu(II) and magnetite nanoparticles decorated melamine-functionalized chitosan: A synergistic multifunctional catalyst for sustainable cascade oxidation of benzyl alcohols/Knoevenagel condensation |
title_full_unstemmed | Cu(II) and magnetite nanoparticles decorated melamine-functionalized chitosan: A synergistic multifunctional catalyst for sustainable cascade oxidation of benzyl alcohols/Knoevenagel condensation |
title_short | Cu(II) and magnetite nanoparticles decorated melamine-functionalized chitosan: A synergistic multifunctional catalyst for sustainable cascade oxidation of benzyl alcohols/Knoevenagel condensation |
title_sort | cu(ii) and magnetite nanoparticles decorated melamine-functionalized chitosan: a synergistic multifunctional catalyst for sustainable cascade oxidation of benzyl alcohols/knoevenagel condensation |
topic | Article |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6883033/ https://www.ncbi.nlm.nih.gov/pubmed/31780721 http://dx.doi.org/10.1038/s41598-019-53765-3 |
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