MIL-101(Cr), an Efficient Heterogeneous Catalyst for One Pot Synthesis of 2,4,5-tri Substituted Imidazoles under Solvent Free Conditions

A chromium-containing metal-organic framework (MOF), MIL-101 (Chromium(III) benzene-1,4-dicarboxylate), was used to catalyze the one pot, three component synthesis of some 2,4,5-trisubstituted imidazoles under solvent-free conditions. The advantages of using this heterogeneous catalyst include short...

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Main Authors: Faranak Manteghi, Fatemeh Zakeri, Owen James Guy, Zari Tehrani
Format: Article
Language:English
Published: MDPI AG 2021-03-01
Series:Nanomaterials
Subjects:
Online Access:https://www.mdpi.com/2079-4991/11/4/845
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spelling doaj-5f218d86c9bd44babedcbe5d084af4c22021-03-27T00:01:30ZengMDPI AGNanomaterials2079-49912021-03-011184584510.3390/nano11040845MIL-101(Cr), an Efficient Heterogeneous Catalyst for One Pot Synthesis of 2,4,5-tri Substituted Imidazoles under Solvent Free ConditionsFaranak Manteghi0Fatemeh Zakeri1Owen James Guy2Zari Tehrani3Research Laboratory of Inorganic Chemistry and Environment, Department of Chemistry, Iran University of Science and Technology, Narmak, Tehran 1684613114, IranResearch Laboratory of Inorganic Chemistry and Environment, Department of Chemistry, Iran University of Science and Technology, Narmak, Tehran 1684613114, IranDepartment of Chemistry, College of Science, Swansea University, Singleton Park, Swansea SA2 8PP, UKCentre for NanoHealth, College of Engineering, Institute of Life Science-2, Swansea University, Singleton Park, Swansea SA2 8PP, UKA chromium-containing metal-organic framework (MOF), MIL-101 (Chromium(III) benzene-1,4-dicarboxylate), was used to catalyze the one pot, three component synthesis of some 2,4,5-trisubstituted imidazoles under solvent-free conditions. The advantages of using this heterogeneous catalyst include short reaction time, high yields, easy and quick isolation of catalyst and products, low amount of catalyst needed, and that the addition of solvent, salt, and additives are not needed. This catalyst is highly efficient and can be recovered at least 5 times with a slight loss of efficiency. The structure of the metal-organic frameworks (MOF) was confirmed by X-ray diffraction (XRD) and field emission scanning electron microscopy (FESEM). Fourier transform infrared spectroscopy (FTIR) and proton nuclear magnetic resonance (HNMR) were performed to confirm some of the synthesized products. Experimental data indicated that the optimum amount of catalyst was 5 mg for benzil (1 mmol), 4-chlorobenzaldehyde (1 mmol), and ammonium acetate (2.5 mmol), and the synthetic route to the various imidazoles is performed in 10 min by 95% yield, an acceptable result rivalling those of other catalysts.https://www.mdpi.com/2079-4991/11/4/845heterogeneous catalysismetal-organic frameworksMIL-101multicomponent reactionssolvent free
collection DOAJ
language English
format Article
sources DOAJ
author Faranak Manteghi
Fatemeh Zakeri
Owen James Guy
Zari Tehrani
spellingShingle Faranak Manteghi
Fatemeh Zakeri
Owen James Guy
Zari Tehrani
MIL-101(Cr), an Efficient Heterogeneous Catalyst for One Pot Synthesis of 2,4,5-tri Substituted Imidazoles under Solvent Free Conditions
Nanomaterials
heterogeneous catalysis
metal-organic frameworks
MIL-101
multicomponent reactions
solvent free
author_facet Faranak Manteghi
Fatemeh Zakeri
Owen James Guy
Zari Tehrani
author_sort Faranak Manteghi
title MIL-101(Cr), an Efficient Heterogeneous Catalyst for One Pot Synthesis of 2,4,5-tri Substituted Imidazoles under Solvent Free Conditions
title_short MIL-101(Cr), an Efficient Heterogeneous Catalyst for One Pot Synthesis of 2,4,5-tri Substituted Imidazoles under Solvent Free Conditions
title_full MIL-101(Cr), an Efficient Heterogeneous Catalyst for One Pot Synthesis of 2,4,5-tri Substituted Imidazoles under Solvent Free Conditions
title_fullStr MIL-101(Cr), an Efficient Heterogeneous Catalyst for One Pot Synthesis of 2,4,5-tri Substituted Imidazoles under Solvent Free Conditions
title_full_unstemmed MIL-101(Cr), an Efficient Heterogeneous Catalyst for One Pot Synthesis of 2,4,5-tri Substituted Imidazoles under Solvent Free Conditions
title_sort mil-101(cr), an efficient heterogeneous catalyst for one pot synthesis of 2,4,5-tri substituted imidazoles under solvent free conditions
publisher MDPI AG
series Nanomaterials
issn 2079-4991
publishDate 2021-03-01
description A chromium-containing metal-organic framework (MOF), MIL-101 (Chromium(III) benzene-1,4-dicarboxylate), was used to catalyze the one pot, three component synthesis of some 2,4,5-trisubstituted imidazoles under solvent-free conditions. The advantages of using this heterogeneous catalyst include short reaction time, high yields, easy and quick isolation of catalyst and products, low amount of catalyst needed, and that the addition of solvent, salt, and additives are not needed. This catalyst is highly efficient and can be recovered at least 5 times with a slight loss of efficiency. The structure of the metal-organic frameworks (MOF) was confirmed by X-ray diffraction (XRD) and field emission scanning electron microscopy (FESEM). Fourier transform infrared spectroscopy (FTIR) and proton nuclear magnetic resonance (HNMR) were performed to confirm some of the synthesized products. Experimental data indicated that the optimum amount of catalyst was 5 mg for benzil (1 mmol), 4-chlorobenzaldehyde (1 mmol), and ammonium acetate (2.5 mmol), and the synthetic route to the various imidazoles is performed in 10 min by 95% yield, an acceptable result rivalling those of other catalysts.
topic heterogeneous catalysis
metal-organic frameworks
MIL-101
multicomponent reactions
solvent free
url https://www.mdpi.com/2079-4991/11/4/845
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