Chitosan-EDTA-Cellulose bio-based network: A recyclable multifunctional organocatalyst for green and expeditious synthesis of Hantzsch esters
The cellulose grafted to chitosan by ethylenediaminetetraacetic acid (Cs-EDTA-Cell) material was prepared and characterized by different spectroscopic, microscopic or analytical methods and techniques including Fourier transform infrared (FTIR) and ultraviolet–visible diffuse reflectance (UV–Vis-DRS...
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| Format: | Article |
| Language: | English |
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Elsevier
2023-06-01
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| Series: | Carbohydrate Polymer Technologies and Applications |
| Subjects: | |
| Online Access: | http://www.sciencedirect.com/science/article/pii/S2666893922000949 |
| _version_ | 1797801703869775872 |
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| author | Negin Rostami Mohammad G. Dekamin Ehsan Valiey |
| author_facet | Negin Rostami Mohammad G. Dekamin Ehsan Valiey |
| author_sort | Negin Rostami |
| collection | DOAJ |
| description | The cellulose grafted to chitosan by ethylenediaminetetraacetic acid (Cs-EDTA-Cell) material was prepared and characterized by different spectroscopic, microscopic or analytical methods and techniques including Fourier transform infrared (FTIR) and ultraviolet–visible diffuse reflectance (UV–Vis-DRS) spectroscopy, field emission scanning electron microscopy (FESEM), and X-ray powder diffraction (XRD) as well as Brunauer-Emmett-Teller (BET) surface area, thermogravimetric, and differential thermal analysis. The obtained Cs-EDTA-Cell network was found to be more thermally stable than its original carbohydrate polymers components. The bio-based Cs-EDTA-Cell network contains appropriate acidic and basic active sites with proper geometry to act as a multifunctional organocatalyst at nanoscale. The synergic effect of Cs-EDTA-Cell network components were demonstrated to promote multicomponent synthesis of polyhydroquinoline and 1,8-dioxo-decahydroacridine derivatives under green and environmentally-benign conditions. A large number of fused Hantzsch esters were synthesized using low catalyst loading, in high to excellent yields, short reaction times, and simple work-up procedure. Furthermore, the Cs-EDTA-Cell network, as a heterogeneous catalyst, demonstrated excellent reusability and can be used at least for five consecutive runs without significant loss of its activity. |
| first_indexed | 2024-03-13T04:54:32Z |
| format | Article |
| id | doaj.art-5228c32fe4e5412ca47c5b46f679faf7 |
| institution | Directory Open Access Journal |
| issn | 2666-8939 |
| language | English |
| last_indexed | 2024-03-13T04:54:32Z |
| publishDate | 2023-06-01 |
| publisher | Elsevier |
| record_format | Article |
| series | Carbohydrate Polymer Technologies and Applications |
| spelling | doaj.art-5228c32fe4e5412ca47c5b46f679faf72023-06-18T05:03:41ZengElsevierCarbohydrate Polymer Technologies and Applications2666-89392023-06-015100279Chitosan-EDTA-Cellulose bio-based network: A recyclable multifunctional organocatalyst for green and expeditious synthesis of Hantzsch estersNegin Rostami0Mohammad G. Dekamin1Ehsan Valiey2Pharmaceutical and Heterocyclic Compounds Research Laboratory, Department of Chemistry, Iran University of Science and Technology, Tehran 16846-13114, IranCorresponding author.; Pharmaceutical and Heterocyclic Compounds Research Laboratory, Department of Chemistry, Iran University of Science and Technology, Tehran 16846-13114, IranPharmaceutical and Heterocyclic Compounds Research Laboratory, Department of Chemistry, Iran University of Science and Technology, Tehran 16846-13114, IranThe cellulose grafted to chitosan by ethylenediaminetetraacetic acid (Cs-EDTA-Cell) material was prepared and characterized by different spectroscopic, microscopic or analytical methods and techniques including Fourier transform infrared (FTIR) and ultraviolet–visible diffuse reflectance (UV–Vis-DRS) spectroscopy, field emission scanning electron microscopy (FESEM), and X-ray powder diffraction (XRD) as well as Brunauer-Emmett-Teller (BET) surface area, thermogravimetric, and differential thermal analysis. The obtained Cs-EDTA-Cell network was found to be more thermally stable than its original carbohydrate polymers components. The bio-based Cs-EDTA-Cell network contains appropriate acidic and basic active sites with proper geometry to act as a multifunctional organocatalyst at nanoscale. The synergic effect of Cs-EDTA-Cell network components were demonstrated to promote multicomponent synthesis of polyhydroquinoline and 1,8-dioxo-decahydroacridine derivatives under green and environmentally-benign conditions. A large number of fused Hantzsch esters were synthesized using low catalyst loading, in high to excellent yields, short reaction times, and simple work-up procedure. Furthermore, the Cs-EDTA-Cell network, as a heterogeneous catalyst, demonstrated excellent reusability and can be used at least for five consecutive runs without significant loss of its activity.http://www.sciencedirect.com/science/article/pii/S2666893922000949Chemically-modified carbohydrate polymersMultifunctional organocatalysisNitrogen-containing heterocyclesMulti-component reactions (MCRs)Green and sustainable chemistry |
| spellingShingle | Negin Rostami Mohammad G. Dekamin Ehsan Valiey Chitosan-EDTA-Cellulose bio-based network: A recyclable multifunctional organocatalyst for green and expeditious synthesis of Hantzsch esters Carbohydrate Polymer Technologies and Applications Chemically-modified carbohydrate polymers Multifunctional organocatalysis Nitrogen-containing heterocycles Multi-component reactions (MCRs) Green and sustainable chemistry |
| title | Chitosan-EDTA-Cellulose bio-based network: A recyclable multifunctional organocatalyst for green and expeditious synthesis of Hantzsch esters |
| title_full | Chitosan-EDTA-Cellulose bio-based network: A recyclable multifunctional organocatalyst for green and expeditious synthesis of Hantzsch esters |
| title_fullStr | Chitosan-EDTA-Cellulose bio-based network: A recyclable multifunctional organocatalyst for green and expeditious synthesis of Hantzsch esters |
| title_full_unstemmed | Chitosan-EDTA-Cellulose bio-based network: A recyclable multifunctional organocatalyst for green and expeditious synthesis of Hantzsch esters |
| title_short | Chitosan-EDTA-Cellulose bio-based network: A recyclable multifunctional organocatalyst for green and expeditious synthesis of Hantzsch esters |
| title_sort | chitosan edta cellulose bio based network a recyclable multifunctional organocatalyst for green and expeditious synthesis of hantzsch esters |
| topic | Chemically-modified carbohydrate polymers Multifunctional organocatalysis Nitrogen-containing heterocycles Multi-component reactions (MCRs) Green and sustainable chemistry |
| url | http://www.sciencedirect.com/science/article/pii/S2666893922000949 |
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