Copper-doped functionalized β-cyclodextrin as an efficient green nanocatalyst for synthesis of 1,2,3-triazoles in water

The synthesis of 1,2,3-triazoles with immobilized Cu(I) in thiosemicarbazide-functionalized β-cyclodextrin (Cu@TSC-β‐CD) as a supramolecular catalyst was discussed. The catalyst was characterized by Fourier-transform infrared spectroscopy (FT-IR), thermogravimetric analysis (TGA), X-ray diffraction...

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Autores principales: Tajbakhsh, Mahdieh, Naimi-Jamal, Mohammad Reza
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Nature Publishing Group UK 2022
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8943073/
https://www.ncbi.nlm.nih.gov/pubmed/35322100
http://dx.doi.org/10.1038/s41598-022-08868-9
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author Tajbakhsh, Mahdieh
Naimi-Jamal, Mohammad Reza
author_facet Tajbakhsh, Mahdieh
Naimi-Jamal, Mohammad Reza
author_sort Tajbakhsh, Mahdieh
collection PubMed
description The synthesis of 1,2,3-triazoles with immobilized Cu(I) in thiosemicarbazide-functionalized β-cyclodextrin (Cu@TSC-β‐CD) as a supramolecular catalyst was discussed. The catalyst was characterized by Fourier-transform infrared spectroscopy (FT-IR), thermogravimetric analysis (TGA), X-ray diffraction (XRD), scanning electron microscopy (SEM), energy-dispersive X-ray spectroscopy (EDS), and Inductively Coupled Plasma Optical Emission Spectroscopy (ICP-OES) measurements. The catalyst showed high activity (up to 95% yields of triazole products under optimized reaction conditions), providing a one-pot, atom-economic, and highly regioselective green method for 1,2,3-triazoles synthesis in an azide-alkyne cycloaddition (AAC) protocol in water. High stability and no appreciable leaching of Cu(I) were observed, owing to its strong binding via the coordination with thiosemicarbazide functionality.
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spelling pubmed-89430732022-03-28 Copper-doped functionalized β-cyclodextrin as an efficient green nanocatalyst for synthesis of 1,2,3-triazoles in water Tajbakhsh, Mahdieh Naimi-Jamal, Mohammad Reza Sci Rep Article The synthesis of 1,2,3-triazoles with immobilized Cu(I) in thiosemicarbazide-functionalized β-cyclodextrin (Cu@TSC-β‐CD) as a supramolecular catalyst was discussed. The catalyst was characterized by Fourier-transform infrared spectroscopy (FT-IR), thermogravimetric analysis (TGA), X-ray diffraction (XRD), scanning electron microscopy (SEM), energy-dispersive X-ray spectroscopy (EDS), and Inductively Coupled Plasma Optical Emission Spectroscopy (ICP-OES) measurements. The catalyst showed high activity (up to 95% yields of triazole products under optimized reaction conditions), providing a one-pot, atom-economic, and highly regioselective green method for 1,2,3-triazoles synthesis in an azide-alkyne cycloaddition (AAC) protocol in water. High stability and no appreciable leaching of Cu(I) were observed, owing to its strong binding via the coordination with thiosemicarbazide functionality. Nature Publishing Group UK 2022-03-23 /pmc/articles/PMC8943073/ /pubmed/35322100 http://dx.doi.org/10.1038/s41598-022-08868-9 Text en © The Author(s) 2022 https://creativecommons.org/licenses/by/4.0/Open Access This article is licensed under a Creative Commons Attribution 4.0 International License, which permits use, sharing, adaptation, distribution and reproduction in any medium or format, as long as you give appropriate credit to the original author(s) and the source, provide a link to the Creative Commons licence, and indicate if changes were made. The images or other third party material in this article are included in the article's Creative Commons licence, unless indicated otherwise in a credit line to the material. If material is not included in the article's Creative Commons licence and your intended use is not permitted by statutory regulation or exceeds the permitted use, you will need to obtain permission directly from the copyright holder. To view a copy of this licence, visit http://creativecommons.org/licenses/by/4.0/ (https://creativecommons.org/licenses/by/4.0/) .
spellingShingle Article
Tajbakhsh, Mahdieh
Naimi-Jamal, Mohammad Reza
Copper-doped functionalized β-cyclodextrin as an efficient green nanocatalyst for synthesis of 1,2,3-triazoles in water
title Copper-doped functionalized β-cyclodextrin as an efficient green nanocatalyst for synthesis of 1,2,3-triazoles in water
title_full Copper-doped functionalized β-cyclodextrin as an efficient green nanocatalyst for synthesis of 1,2,3-triazoles in water
title_fullStr Copper-doped functionalized β-cyclodextrin as an efficient green nanocatalyst for synthesis of 1,2,3-triazoles in water
title_full_unstemmed Copper-doped functionalized β-cyclodextrin as an efficient green nanocatalyst for synthesis of 1,2,3-triazoles in water
title_short Copper-doped functionalized β-cyclodextrin as an efficient green nanocatalyst for synthesis of 1,2,3-triazoles in water
title_sort copper-doped functionalized β-cyclodextrin as an efficient green nanocatalyst for synthesis of 1,2,3-triazoles in water
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8943073/
https://www.ncbi.nlm.nih.gov/pubmed/35322100
http://dx.doi.org/10.1038/s41598-022-08868-9
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