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Novel magnetic propylsulfonic acid-anchored isocyanurate-based periodic mesoporous organosilica (Iron oxide@PMO-ICS-PrSO(3)H) as a highly efficient and reusable nanoreactor for the sustainable synthesis of imidazopyrimidine derivatives

In this study, preparation and characterization of a new magnetic propylsulfonic acid-anchored isocyanurate bridging periodic mesoporous organosilica (Iron oxide@PMO-ICS-PrSO(3)H) is described. The iron oxide@PMO-ICS-PrSO(3)H nanomaterials were characterized by Fourier transform infrared spectroscop...

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Autores principales: Akbari, Arezoo, Dekamin, Mohammad G., Yaghoubi, Amene, Naimi-Jamal, Mohammad Reza
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Nature Publishing Group UK 2020
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7327082/
https://www.ncbi.nlm.nih.gov/pubmed/32606381
http://dx.doi.org/10.1038/s41598-020-67592-4
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author Akbari, Arezoo
Dekamin, Mohammad G.
Yaghoubi, Amene
Naimi-Jamal, Mohammad Reza
author_facet Akbari, Arezoo
Dekamin, Mohammad G.
Yaghoubi, Amene
Naimi-Jamal, Mohammad Reza
author_sort Akbari, Arezoo
collection PubMed
description In this study, preparation and characterization of a new magnetic propylsulfonic acid-anchored isocyanurate bridging periodic mesoporous organosilica (Iron oxide@PMO-ICS-PrSO(3)H) is described. The iron oxide@PMO-ICS-PrSO(3)H nanomaterials were characterized by Fourier transform infrared spectroscopy, energy-dispersive X-ray spectroscopy and field emission scanning electron microscopy as well as thermogravimetric analysis, N(2) adsorption–desorption isotherms and vibrating sample magnetometer techniques. Indeed, the new obtained materials are the first example of the magnetic thermally stable isocyanurate-based mesoporous organosilica solid acid. Furthermore, the catalytic activity of the Iron oxide@PMO-ICS-PrSO(3)H nanomaterials, as a novel and highly efficient recoverable nanoreactor, was investigated for the sustainable heteroannulation synthesis of imidazopyrimidine derivatives through the Traube–Schwarz multicomponent reaction of 2-aminobenzoimidazole, C‒H acids and diverse aromatic aldehydes. The advantages of this green protocol are low catalyst loading, high to quantitative yields, short reaction times and the catalyst recyclability for at least four consecutive runs.
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spelling pubmed-73270822020-07-01 Novel magnetic propylsulfonic acid-anchored isocyanurate-based periodic mesoporous organosilica (Iron oxide@PMO-ICS-PrSO(3)H) as a highly efficient and reusable nanoreactor for the sustainable synthesis of imidazopyrimidine derivatives Akbari, Arezoo Dekamin, Mohammad G. Yaghoubi, Amene Naimi-Jamal, Mohammad Reza Sci Rep Article In this study, preparation and characterization of a new magnetic propylsulfonic acid-anchored isocyanurate bridging periodic mesoporous organosilica (Iron oxide@PMO-ICS-PrSO(3)H) is described. The iron oxide@PMO-ICS-PrSO(3)H nanomaterials were characterized by Fourier transform infrared spectroscopy, energy-dispersive X-ray spectroscopy and field emission scanning electron microscopy as well as thermogravimetric analysis, N(2) adsorption–desorption isotherms and vibrating sample magnetometer techniques. Indeed, the new obtained materials are the first example of the magnetic thermally stable isocyanurate-based mesoporous organosilica solid acid. Furthermore, the catalytic activity of the Iron oxide@PMO-ICS-PrSO(3)H nanomaterials, as a novel and highly efficient recoverable nanoreactor, was investigated for the sustainable heteroannulation synthesis of imidazopyrimidine derivatives through the Traube–Schwarz multicomponent reaction of 2-aminobenzoimidazole, C‒H acids and diverse aromatic aldehydes. The advantages of this green protocol are low catalyst loading, high to quantitative yields, short reaction times and the catalyst recyclability for at least four consecutive runs. Nature Publishing Group UK 2020-06-30 /pmc/articles/PMC7327082/ /pubmed/32606381 http://dx.doi.org/10.1038/s41598-020-67592-4 Text en © The Author(s) 2020 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
Akbari, Arezoo
Dekamin, Mohammad G.
Yaghoubi, Amene
Naimi-Jamal, Mohammad Reza
Novel magnetic propylsulfonic acid-anchored isocyanurate-based periodic mesoporous organosilica (Iron oxide@PMO-ICS-PrSO(3)H) as a highly efficient and reusable nanoreactor for the sustainable synthesis of imidazopyrimidine derivatives
title Novel magnetic propylsulfonic acid-anchored isocyanurate-based periodic mesoporous organosilica (Iron oxide@PMO-ICS-PrSO(3)H) as a highly efficient and reusable nanoreactor for the sustainable synthesis of imidazopyrimidine derivatives
title_full Novel magnetic propylsulfonic acid-anchored isocyanurate-based periodic mesoporous organosilica (Iron oxide@PMO-ICS-PrSO(3)H) as a highly efficient and reusable nanoreactor for the sustainable synthesis of imidazopyrimidine derivatives
title_fullStr Novel magnetic propylsulfonic acid-anchored isocyanurate-based periodic mesoporous organosilica (Iron oxide@PMO-ICS-PrSO(3)H) as a highly efficient and reusable nanoreactor for the sustainable synthesis of imidazopyrimidine derivatives
title_full_unstemmed Novel magnetic propylsulfonic acid-anchored isocyanurate-based periodic mesoporous organosilica (Iron oxide@PMO-ICS-PrSO(3)H) as a highly efficient and reusable nanoreactor for the sustainable synthesis of imidazopyrimidine derivatives
title_short Novel magnetic propylsulfonic acid-anchored isocyanurate-based periodic mesoporous organosilica (Iron oxide@PMO-ICS-PrSO(3)H) as a highly efficient and reusable nanoreactor for the sustainable synthesis of imidazopyrimidine derivatives
title_sort novel magnetic propylsulfonic acid-anchored isocyanurate-based periodic mesoporous organosilica (iron oxide@pmo-ics-prso(3)h) as a highly efficient and reusable nanoreactor for the sustainable synthesis of imidazopyrimidine derivatives
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7327082/
https://www.ncbi.nlm.nih.gov/pubmed/32606381
http://dx.doi.org/10.1038/s41598-020-67592-4
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