Novel magnetic propylsulfonic acid-anchored isocyanurate-based periodic mesoporous organosilica (Iron oxide@PMO-ICS-PrSO3H) as a highly efficient and reusable nanoreactor for the sustainable synthesis of imidazopyrimidine derivatives
Abstract In this study, preparation and characterization of a new magnetic propylsulfonic acid-anchored isocyanurate bridging periodic mesoporous organosilica (Iron oxide@PMO-ICS-PrSO3H) is described. The iron oxide@PMO-ICS-PrSO3H nanomaterials were characterized by Fourier transform infrared spectr...
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oai:doaj.org-article:c86d5067e8ac44428b8cbd31d1fa46ac2021-12-02T16:31:42ZNovel magnetic propylsulfonic acid-anchored isocyanurate-based periodic mesoporous organosilica (Iron oxide@PMO-ICS-PrSO3H) as a highly efficient and reusable nanoreactor for the sustainable synthesis of imidazopyrimidine derivatives10.1038/s41598-020-67592-42045-2322https://doaj.org/article/c86d5067e8ac44428b8cbd31d1fa46ac2020-06-01T00:00:00Zhttps://doi.org/10.1038/s41598-020-67592-4https://doaj.org/toc/2045-2322Abstract In this study, preparation and characterization of a new magnetic propylsulfonic acid-anchored isocyanurate bridging periodic mesoporous organosilica (Iron oxide@PMO-ICS-PrSO3H) is described. The iron oxide@PMO-ICS-PrSO3H nanomaterials were characterized by Fourier transform infrared spectroscopy, energy-dispersive X-ray spectroscopy and field emission scanning electron microscopy as well as thermogravimetric analysis, N2 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-PrSO3H 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.Arezoo AkbariMohammad G. DekaminAmene YaghoubiMohammad Reza Naimi-JamalNature PortfolioarticleMedicineRScienceQENScientific Reports, Vol 10, Iss 1, Pp 1-16 (2020) |
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Medicine R Science Q Arezoo Akbari Mohammad G. Dekamin Amene Yaghoubi Mohammad Reza Naimi-Jamal Novel magnetic propylsulfonic acid-anchored isocyanurate-based periodic mesoporous organosilica (Iron oxide@PMO-ICS-PrSO3H) as a highly efficient and reusable nanoreactor for the sustainable synthesis of imidazopyrimidine derivatives |
description |
Abstract In this study, preparation and characterization of a new magnetic propylsulfonic acid-anchored isocyanurate bridging periodic mesoporous organosilica (Iron oxide@PMO-ICS-PrSO3H) is described. The iron oxide@PMO-ICS-PrSO3H nanomaterials were characterized by Fourier transform infrared spectroscopy, energy-dispersive X-ray spectroscopy and field emission scanning electron microscopy as well as thermogravimetric analysis, N2 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-PrSO3H 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. |
format |
article |
author |
Arezoo Akbari Mohammad G. Dekamin Amene Yaghoubi Mohammad Reza Naimi-Jamal |
author_facet |
Arezoo Akbari Mohammad G. Dekamin Amene Yaghoubi Mohammad Reza Naimi-Jamal |
author_sort |
Arezoo Akbari |
title |
Novel magnetic propylsulfonic acid-anchored isocyanurate-based periodic mesoporous organosilica (Iron oxide@PMO-ICS-PrSO3H) 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-PrSO3H) 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-PrSO3H) 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-PrSO3H) 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-PrSO3H) 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-prso3h) as a highly efficient and reusable nanoreactor for the sustainable synthesis of imidazopyrimidine derivatives |
publisher |
Nature Portfolio |
publishDate |
2020 |
url |
https://doaj.org/article/c86d5067e8ac44428b8cbd31d1fa46ac |
work_keys_str_mv |
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