Copper (I) complex grafted functionalized-CPAM: A novel heterogeneous recyclable catalytic system for one-pot, three-component click reactions in water

• Copper (I) iodide was grafted on IA-ligand-functionalized crosslinked polyacrylamide (CPAM) obtain a highly active catalyst. • CPAM P-IA @CuI showed outstanding catalytic performance in water-based click synthesis of 1,2,3-triazoles. • Grafting of Cu(I) complex on CPAM via covalent interaction afforded a heterogeneous catalyst . • It was easy to recover and reuse CPAM P-IA @CuI in the click reaction in water for five successive runs. A new functionalized-MBA-crosslinked-polyacrylamide grafted with copper (I) complex (CPAM P-IA @Cu(I)) was successfully synthesized by grafting isotoic anhydride as a masked ligand onto the surface of CPAM support in two steps after which Cu(I) was immobilized by chelation. Following that, it was used for heterogeneous catalytic click reactions in water. An in-depth analysis by ICP, FTIR, DR-UV/vis, TG/DTGA, and FE-SEM revealed the changes during modifying the support and stability of the finished polymeric copper (I) catalyst during utilization. Catalytic activity is provided by active Cu(I) species stabilized by amino-amide ligands in the polymer matrix. Moreover, the CPAM anchored Cu(I) complex catalyst-mediated azide-alkyne click reactions proceeded smoothly to afford 1,2,3-triazoles with high yields within a short time. Furthermore, the reaction work-up is also straightforward, with the catalyst being recovered by easy decantation so that it can be reused for at least five repeating click reaction cycles with minimal loss of activity.

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Publication Details

Journal
Journal of Molecular Structure
Published
2025-04-11
DOI
https://doi.org/10.1016/j.molstruc.2025.142360
Primary Topic
Click Chemistry and Applications
Type
article
Field-Weighted Citation Impact
0.00

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article

Copper (I) complex grafted functionalized-CPAM: A novel heterogeneous recyclable catalytic system for one-pot, three-component click reactions in water

Ali Rahmatpour, Abolfazl Jahani
1 links
Journal of Molecular Structure
Click Chemistry and Applications
article

Copper (I) complex grafted functionalized-CPAM: A novel heterogeneous recyclable catalytic system for one-pot, three-component click reactions in water

Ali Rahmatpour, Abolfazl Jahani
article en

Abstract

• Copper (I) iodide was grafted on IA-ligand-functionalized crosslinked polyacrylamide (CPAM) obtain a highly active catalyst. • CPAM P-IA @CuI showed outstanding catalytic performance in water-based click synthesis of 1,2,3-triazoles. • Grafting of Cu(I) complex on CPAM via covalent interaction afforded a heterogeneous catalyst . • It was easy to recover and reuse CPAM P-IA @CuI in the click reaction in water for five successive runs. A new functionalized-MBA-crosslinked-polyacrylamide grafted with copper (I) complex (CPAM P-IA @Cu(I)) was successfully synthesized by grafting isotoic anhydride as a masked ligand onto the surface of CPAM support in two steps after which Cu(I) was immobilized by chelation. Following that, it was used for heterogeneous catalytic click reactions in water. An in-depth analysis by ICP, FTIR, DR-UV/vis, TG/DTGA, and FE-SEM revealed the changes during modifying the support and stability of the finished polymeric copper (I) catalyst during utilization. Catalytic activity is provided by active Cu(I) species stabilized by amino-amide ligands in the polymer matrix. Moreover, the CPAM anchored Cu(I) complex catalyst-mediated azide-alkyne click reactions proceeded smoothly to afford 1,2,3-triazoles with high yields within a short time. Furthermore, the reaction work-up is also straightforward, with the catalyst being recovered by easy decantation so that it can be reused for at least five repeating click reaction cycles with minimal loss of activity.

Journal of Molecular StructureVol. 1339
Shahid Beheshti University (IR)
Shahid Beheshti University
Clean water and sanitation
Openalex Percentile: Top 94%
Click Chemistry and Applications
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Copper (I) complex grafted functionalized-CPAM: A novel heterogeneous recyclable catalytic system for one-pot, three-component click reactions in water — Ali Rahmatpour, Abolfazl Jahani · Journal of Molecular Structure (2025) | TGRS Research Map | TGRS