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Amide Functionalized Mesoporous MOF LOCOM-1 as a Stable Highly Active Basic Catalyst for Knoevenagel Condensation Reaction

[Image: see text] Acyl-amide is extensively used as functional group and is a superior contender for the design of MOFs with the guest accessible functional organic sites. A novel acyl-amide-containing tetracarboxylate ligand, bis(3,5-dicarboxy-pheny1)terephthalamide, has been successfully synthesiz...

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Autores principales: Afaq, Sheereen, Akram, Muhammad Usman, Malik, Wasif Mahmood Ahmed, Ismail, Muhammad, Ghafoor, Abdul, Ibrahim, Muhammad, Nisa, Mehr un, Ashiq, Muhammad Naeem, Verpoort, Francis, Chughtai, Adeel Hussain
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2023
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9948166/
https://www.ncbi.nlm.nih.gov/pubmed/36844569
http://dx.doi.org/10.1021/acsomega.2c07137
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author Afaq, Sheereen
Akram, Muhammad Usman
Malik, Wasif Mahmood Ahmed
Ismail, Muhammad
Ghafoor, Abdul
Ibrahim, Muhammad
Nisa, Mehr un
Ashiq, Muhammad Naeem
Verpoort, Francis
Chughtai, Adeel Hussain
author_facet Afaq, Sheereen
Akram, Muhammad Usman
Malik, Wasif Mahmood Ahmed
Ismail, Muhammad
Ghafoor, Abdul
Ibrahim, Muhammad
Nisa, Mehr un
Ashiq, Muhammad Naeem
Verpoort, Francis
Chughtai, Adeel Hussain
author_sort Afaq, Sheereen
collection PubMed
description [Image: see text] Acyl-amide is extensively used as functional group and is a superior contender for the design of MOFs with the guest accessible functional organic sites. A novel acyl-amide-containing tetracarboxylate ligand, bis(3,5-dicarboxy-pheny1)terephthalamide, has been successfully synthesized. The H(4)L linker has some fascinating attributes as follows: (i) four carboxylate moieties as the coordination sites confirm affluent coordination approaches to figure a diversity of structure; (ii) two acyl-amide groups as the guest interaction sites can engender guest molecules integrated into the MOF networks through H-bonding interfaces and have a possibility to act as functional organic sites for the condensation reaction. A mesoporous MOF ([Cu(2)(L)(H(2)O)(3)]·4DMF·6H(2)O) has been prepared in order to produce the amide FOS within the MOF, which will work as guest accessible sites. The prepared MOF was characterized by CHN analysis, PXRD, FTIR spectroscopy, and SEM analysis. The MOF showed superior catalytic activity for Knoevenagel condensation. The catalytic system endures a broad variety of the functional groups and presents high to modest yields of aldehydes containing electron withdrawing groups (4-chloro, 4-fluoro, 4-nitro), offering a yield > 98 in less reaction time as compared to aldehydes with electron donationg groups (4-methyl). The amide decorated MOF (LOCOM-1-) as a heterogeneous catalyst can be simply recovered by centrifugation and recycled again without a flagrant loss of its catalytic efficiency.
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spelling pubmed-99481662023-02-24 Amide Functionalized Mesoporous MOF LOCOM-1 as a Stable Highly Active Basic Catalyst for Knoevenagel Condensation Reaction Afaq, Sheereen Akram, Muhammad Usman Malik, Wasif Mahmood Ahmed Ismail, Muhammad Ghafoor, Abdul Ibrahim, Muhammad Nisa, Mehr un Ashiq, Muhammad Naeem Verpoort, Francis Chughtai, Adeel Hussain ACS Omega [Image: see text] Acyl-amide is extensively used as functional group and is a superior contender for the design of MOFs with the guest accessible functional organic sites. A novel acyl-amide-containing tetracarboxylate ligand, bis(3,5-dicarboxy-pheny1)terephthalamide, has been successfully synthesized. The H(4)L linker has some fascinating attributes as follows: (i) four carboxylate moieties as the coordination sites confirm affluent coordination approaches to figure a diversity of structure; (ii) two acyl-amide groups as the guest interaction sites can engender guest molecules integrated into the MOF networks through H-bonding interfaces and have a possibility to act as functional organic sites for the condensation reaction. A mesoporous MOF ([Cu(2)(L)(H(2)O)(3)]·4DMF·6H(2)O) has been prepared in order to produce the amide FOS within the MOF, which will work as guest accessible sites. The prepared MOF was characterized by CHN analysis, PXRD, FTIR spectroscopy, and SEM analysis. The MOF showed superior catalytic activity for Knoevenagel condensation. The catalytic system endures a broad variety of the functional groups and presents high to modest yields of aldehydes containing electron withdrawing groups (4-chloro, 4-fluoro, 4-nitro), offering a yield > 98 in less reaction time as compared to aldehydes with electron donationg groups (4-methyl). The amide decorated MOF (LOCOM-1-) as a heterogeneous catalyst can be simply recovered by centrifugation and recycled again without a flagrant loss of its catalytic efficiency. American Chemical Society 2023-02-10 /pmc/articles/PMC9948166/ /pubmed/36844569 http://dx.doi.org/10.1021/acsomega.2c07137 Text en © 2023 The Authors. Published by American Chemical Society https://creativecommons.org/licenses/by-nc-nd/4.0/Permits non-commercial access and re-use, provided that author attribution and integrity are maintained; but does not permit creation of adaptations or other derivative works (https://creativecommons.org/licenses/by-nc-nd/4.0/).
spellingShingle Afaq, Sheereen
Akram, Muhammad Usman
Malik, Wasif Mahmood Ahmed
Ismail, Muhammad
Ghafoor, Abdul
Ibrahim, Muhammad
Nisa, Mehr un
Ashiq, Muhammad Naeem
Verpoort, Francis
Chughtai, Adeel Hussain
Amide Functionalized Mesoporous MOF LOCOM-1 as a Stable Highly Active Basic Catalyst for Knoevenagel Condensation Reaction
title Amide Functionalized Mesoporous MOF LOCOM-1 as a Stable Highly Active Basic Catalyst for Knoevenagel Condensation Reaction
title_full Amide Functionalized Mesoporous MOF LOCOM-1 as a Stable Highly Active Basic Catalyst for Knoevenagel Condensation Reaction
title_fullStr Amide Functionalized Mesoporous MOF LOCOM-1 as a Stable Highly Active Basic Catalyst for Knoevenagel Condensation Reaction
title_full_unstemmed Amide Functionalized Mesoporous MOF LOCOM-1 as a Stable Highly Active Basic Catalyst for Knoevenagel Condensation Reaction
title_short Amide Functionalized Mesoporous MOF LOCOM-1 as a Stable Highly Active Basic Catalyst for Knoevenagel Condensation Reaction
title_sort amide functionalized mesoporous mof locom-1 as a stable highly active basic catalyst for knoevenagel condensation reaction
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9948166/
https://www.ncbi.nlm.nih.gov/pubmed/36844569
http://dx.doi.org/10.1021/acsomega.2c07137
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