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Zn Complex on Tryptophan-Functionalized MCM-41 as an Efficient and Promising Reusable Nanocatalyst in One-Pot Three-Component Synthesis of Amino Benzyl Quinolinols and Naphthols via a Betti Reaction

[Image: see text] In this research, a Zn transition metallic complex on functionalized mesopore silica MCM-41 has been designed and utilized as an effective, recoverable, and thermally stable heterogeneous nanocatalyst in the formation of the C-C bond. Also, the synthesis of amino benzyl quinolinols...

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Autores principales: Hamedimehr, Shakila, Ojaghi Aghbash, Khadijeh, Noroozi Pesyan, Nader
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2023
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9996610/
https://www.ncbi.nlm.nih.gov/pubmed/36910969
http://dx.doi.org/10.1021/acsomega.2c05723
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author Hamedimehr, Shakila
Ojaghi Aghbash, Khadijeh
Noroozi Pesyan, Nader
author_facet Hamedimehr, Shakila
Ojaghi Aghbash, Khadijeh
Noroozi Pesyan, Nader
author_sort Hamedimehr, Shakila
collection PubMed
description [Image: see text] In this research, a Zn transition metallic complex on functionalized mesopore silica MCM-41 has been designed and utilized as an effective, recoverable, and thermally stable heterogeneous nanocatalyst in the formation of the C-C bond. Also, the synthesis of amino benzyl quinolinols and amino benzyl naphthol derivatives was performed by the three-component reaction of Betti from aromatic aldehydes, type II amines, and 8-hydroxyquinoline and 1-naphthol in the presence of the MCM-41-tryptophan-Zn nanocatalyst under reflux conditions. The short reaction times, high efficiency of the products, the easy separation of catalysts due to their heterogeneity, and their reusability are the advantages of this method. Finally, the nature of catalysts was studied by using some techniques such as the Fourier transform infrared spectrum, energy-dispersive spectroscopy, hot filtration test, transmission electron microscopy, scanning electron microscopy, X-ray diffraction, inductively coupled plasma optical emission spectrometry, and N(2) adsorption-desorption (BET). The synthesized heterogeneous catalysts showed perfect catalytic activity and also good recyclability in the Betti reaction. They could be reused at least for five consecutive cycles without significant loss of their catalytic activities.
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spelling pubmed-99966102023-03-10 Zn Complex on Tryptophan-Functionalized MCM-41 as an Efficient and Promising Reusable Nanocatalyst in One-Pot Three-Component Synthesis of Amino Benzyl Quinolinols and Naphthols via a Betti Reaction Hamedimehr, Shakila Ojaghi Aghbash, Khadijeh Noroozi Pesyan, Nader ACS Omega [Image: see text] In this research, a Zn transition metallic complex on functionalized mesopore silica MCM-41 has been designed and utilized as an effective, recoverable, and thermally stable heterogeneous nanocatalyst in the formation of the C-C bond. Also, the synthesis of amino benzyl quinolinols and amino benzyl naphthol derivatives was performed by the three-component reaction of Betti from aromatic aldehydes, type II amines, and 8-hydroxyquinoline and 1-naphthol in the presence of the MCM-41-tryptophan-Zn nanocatalyst under reflux conditions. The short reaction times, high efficiency of the products, the easy separation of catalysts due to their heterogeneity, and their reusability are the advantages of this method. Finally, the nature of catalysts was studied by using some techniques such as the Fourier transform infrared spectrum, energy-dispersive spectroscopy, hot filtration test, transmission electron microscopy, scanning electron microscopy, X-ray diffraction, inductively coupled plasma optical emission spectrometry, and N(2) adsorption-desorption (BET). The synthesized heterogeneous catalysts showed perfect catalytic activity and also good recyclability in the Betti reaction. They could be reused at least for five consecutive cycles without significant loss of their catalytic activities. American Chemical Society 2023-02-21 /pmc/articles/PMC9996610/ /pubmed/36910969 http://dx.doi.org/10.1021/acsomega.2c05723 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 Hamedimehr, Shakila
Ojaghi Aghbash, Khadijeh
Noroozi Pesyan, Nader
Zn Complex on Tryptophan-Functionalized MCM-41 as an Efficient and Promising Reusable Nanocatalyst in One-Pot Three-Component Synthesis of Amino Benzyl Quinolinols and Naphthols via a Betti Reaction
title Zn Complex on Tryptophan-Functionalized MCM-41 as an Efficient and Promising Reusable Nanocatalyst in One-Pot Three-Component Synthesis of Amino Benzyl Quinolinols and Naphthols via a Betti Reaction
title_full Zn Complex on Tryptophan-Functionalized MCM-41 as an Efficient and Promising Reusable Nanocatalyst in One-Pot Three-Component Synthesis of Amino Benzyl Quinolinols and Naphthols via a Betti Reaction
title_fullStr Zn Complex on Tryptophan-Functionalized MCM-41 as an Efficient and Promising Reusable Nanocatalyst in One-Pot Three-Component Synthesis of Amino Benzyl Quinolinols and Naphthols via a Betti Reaction
title_full_unstemmed Zn Complex on Tryptophan-Functionalized MCM-41 as an Efficient and Promising Reusable Nanocatalyst in One-Pot Three-Component Synthesis of Amino Benzyl Quinolinols and Naphthols via a Betti Reaction
title_short Zn Complex on Tryptophan-Functionalized MCM-41 as an Efficient and Promising Reusable Nanocatalyst in One-Pot Three-Component Synthesis of Amino Benzyl Quinolinols and Naphthols via a Betti Reaction
title_sort zn complex on tryptophan-functionalized mcm-41 as an efficient and promising reusable nanocatalyst in one-pot three-component synthesis of amino benzyl quinolinols and naphthols via a betti reaction
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9996610/
https://www.ncbi.nlm.nih.gov/pubmed/36910969
http://dx.doi.org/10.1021/acsomega.2c05723
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