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Picolylamine–Ni(ii) complex attached on 1,3,5-triazine-immobilized silica-coated Fe(3)O(4) core/shell magnetic nanoparticles as an environmentally friendly and recyclable catalyst for the one-pot synthesis of substituted pyridine derivatives
In the current study, an environmentally friendly and facile method was proposed for designing and constructing a catalyst with Ni(ii) attached to a picolylamine complex on 1,3,5-triazine-immobilized Fe(3)O(4) core–shell magnetic nanoparticles (Ni(II)-picolylamine/TCT/APTES@SiO(2)@Fe(3)O(4)) via a s...
Autores principales: | , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
The Royal Society of Chemistry
2023
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10128109/ https://www.ncbi.nlm.nih.gov/pubmed/37114026 http://dx.doi.org/10.1039/d3ra01826a |
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author | Rezayati, Sobhan Kalantari, Fatemeh Ramazani, Ali |
author_facet | Rezayati, Sobhan Kalantari, Fatemeh Ramazani, Ali |
author_sort | Rezayati, Sobhan |
collection | PubMed |
description | In the current study, an environmentally friendly and facile method was proposed for designing and constructing a catalyst with Ni(ii) attached to a picolylamine complex on 1,3,5-triazine-immobilized Fe(3)O(4) core–shell magnetic nanoparticles (Ni(II)-picolylamine/TCT/APTES@SiO(2)@Fe(3)O(4)) via a stepwise procedure. The as-synthesized nanocatalyst was identified and characterized via Fourier-transform infrared (FT-IR), X-ray photoelectron spectroscopy (XPS), thermogravimetric analysis (TGA), vibrating-sample magnetometry (VSM), transmission electron microscopy (TEM), X-ray diffraction (XRD), Brunauer–Emmett–Teller (BET), field-emission scanning electron microscopy (FE-SEM), inductively coupled plasma (ICP), and energy-dispersive X-ray spectrometry (EDX). The obtained results from the BET analysis indicated that the synthesized nanocatalyst had high specific area (53.61 m(2) g(−1)) and mesoporous structure. TEM observations confirmed the particle size distribution was in the range 23–33 nm. Moreover, the binding energy peaks observed at 855.8 and 864.9 eV in the XPS analysis confirmed the successful and stable attachment of Ni(ii) on the surface of the picolylamine/TCT/APTES@SiO(2)@Fe(3)O(4). The as-fabricated catalyst was used to produce pyridine derivatives by the one-pot pseudo-four component reaction of malononitrile, thiophenol, and a variety of aldehyde derivatives under solvent-free conditions or EG at 80 °C. The highest yield achieved was 97% for compound 4d in EG at 80 °C with a TOF of 823 h(−1) and TON of 107. It was found that the used catalyst was recyclable for eight consecutive cycles. On the basis of ICP analysis, the results indicated that the Ni leaching was approximately 1%. |
format | Online Article Text |
id | pubmed-10128109 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2023 |
publisher | The Royal Society of Chemistry |
record_format | MEDLINE/PubMed |
spelling | pubmed-101281092023-04-26 Picolylamine–Ni(ii) complex attached on 1,3,5-triazine-immobilized silica-coated Fe(3)O(4) core/shell magnetic nanoparticles as an environmentally friendly and recyclable catalyst for the one-pot synthesis of substituted pyridine derivatives Rezayati, Sobhan Kalantari, Fatemeh Ramazani, Ali RSC Adv Chemistry In the current study, an environmentally friendly and facile method was proposed for designing and constructing a catalyst with Ni(ii) attached to a picolylamine complex on 1,3,5-triazine-immobilized Fe(3)O(4) core–shell magnetic nanoparticles (Ni(II)-picolylamine/TCT/APTES@SiO(2)@Fe(3)O(4)) via a stepwise procedure. The as-synthesized nanocatalyst was identified and characterized via Fourier-transform infrared (FT-IR), X-ray photoelectron spectroscopy (XPS), thermogravimetric analysis (TGA), vibrating-sample magnetometry (VSM), transmission electron microscopy (TEM), X-ray diffraction (XRD), Brunauer–Emmett–Teller (BET), field-emission scanning electron microscopy (FE-SEM), inductively coupled plasma (ICP), and energy-dispersive X-ray spectrometry (EDX). The obtained results from the BET analysis indicated that the synthesized nanocatalyst had high specific area (53.61 m(2) g(−1)) and mesoporous structure. TEM observations confirmed the particle size distribution was in the range 23–33 nm. Moreover, the binding energy peaks observed at 855.8 and 864.9 eV in the XPS analysis confirmed the successful and stable attachment of Ni(ii) on the surface of the picolylamine/TCT/APTES@SiO(2)@Fe(3)O(4). The as-fabricated catalyst was used to produce pyridine derivatives by the one-pot pseudo-four component reaction of malononitrile, thiophenol, and a variety of aldehyde derivatives under solvent-free conditions or EG at 80 °C. The highest yield achieved was 97% for compound 4d in EG at 80 °C with a TOF of 823 h(−1) and TON of 107. It was found that the used catalyst was recyclable for eight consecutive cycles. On the basis of ICP analysis, the results indicated that the Ni leaching was approximately 1%. The Royal Society of Chemistry 2023-04-25 /pmc/articles/PMC10128109/ /pubmed/37114026 http://dx.doi.org/10.1039/d3ra01826a Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by-nc/3.0/ |
spellingShingle | Chemistry Rezayati, Sobhan Kalantari, Fatemeh Ramazani, Ali Picolylamine–Ni(ii) complex attached on 1,3,5-triazine-immobilized silica-coated Fe(3)O(4) core/shell magnetic nanoparticles as an environmentally friendly and recyclable catalyst for the one-pot synthesis of substituted pyridine derivatives |
title | Picolylamine–Ni(ii) complex attached on 1,3,5-triazine-immobilized silica-coated Fe(3)O(4) core/shell magnetic nanoparticles as an environmentally friendly and recyclable catalyst for the one-pot synthesis of substituted pyridine derivatives |
title_full | Picolylamine–Ni(ii) complex attached on 1,3,5-triazine-immobilized silica-coated Fe(3)O(4) core/shell magnetic nanoparticles as an environmentally friendly and recyclable catalyst for the one-pot synthesis of substituted pyridine derivatives |
title_fullStr | Picolylamine–Ni(ii) complex attached on 1,3,5-triazine-immobilized silica-coated Fe(3)O(4) core/shell magnetic nanoparticles as an environmentally friendly and recyclable catalyst for the one-pot synthesis of substituted pyridine derivatives |
title_full_unstemmed | Picolylamine–Ni(ii) complex attached on 1,3,5-triazine-immobilized silica-coated Fe(3)O(4) core/shell magnetic nanoparticles as an environmentally friendly and recyclable catalyst for the one-pot synthesis of substituted pyridine derivatives |
title_short | Picolylamine–Ni(ii) complex attached on 1,3,5-triazine-immobilized silica-coated Fe(3)O(4) core/shell magnetic nanoparticles as an environmentally friendly and recyclable catalyst for the one-pot synthesis of substituted pyridine derivatives |
title_sort | picolylamine–ni(ii) complex attached on 1,3,5-triazine-immobilized silica-coated fe(3)o(4) core/shell magnetic nanoparticles as an environmentally friendly and recyclable catalyst for the one-pot synthesis of substituted pyridine derivatives |
topic | Chemistry |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10128109/ https://www.ncbi.nlm.nih.gov/pubmed/37114026 http://dx.doi.org/10.1039/d3ra01826a |
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