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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...

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Autores principales: Rezayati, Sobhan, Kalantari, Fatemeh, Ramazani, Ali
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2023
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%.
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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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AT kalantarifatemeh picolylamineniiicomplexattachedon135triazineimmobilizedsilicacoatedfe3o4coreshellmagneticnanoparticlesasanenvironmentallyfriendlyandrecyclablecatalystfortheonepotsynthesisofsubstitutedpyridinederivatives
AT ramazaniali picolylamineniiicomplexattachedon135triazineimmobilizedsilicacoatedfe3o4coreshellmagneticnanoparticlesasanenvironmentallyfriendlyandrecyclablecatalystfortheonepotsynthesisofsubstitutedpyridinederivatives