Preprint Article Version 1 Preserved in Portico This version is not peer-reviewed

Cellulose Acetate-Supported Copper as an Efficient Sustainable Heterogenous Catalyst for Azide-Alkyne Cycloaddition Click Reactions in Water

Salah-Eddine Stiriba
* ,
Lahoucine Bahsis
ORCID logo ,
Elhouceine Benhadria
,
Khaoula Oudghiri
,
Moha Taourirte
,
Miguel Julve
Version 1 : Received: 17 April 2023 / Approved: 18 April 2023 / Online: 18 April 2023 (03:10:39 CEST)

A peer-reviewed article of this Preprint also exists.

Stiriba, S.-E.; Bahsis, L.; Benhadria, E.; Oudghiri, K.; Taourirte, M.; Julve, M. Cellulose Acetate-Supported Copper as an Efficient Sustainable Heterogenous Catalyst for Azide-Alkyne Cycloaddition Click Reactions in Water. Int. J. Mol. Sci. 2023, 24, 9301. Stiriba, S.-E.; Bahsis, L.; Benhadria, E.; Oudghiri, K.; Taourirte, M.; Julve, M. Cellulose Acetate-Supported Copper as an Efficient Sustainable Heterogenous Catalyst for Azide-Alkyne Cycloaddition Click Reactions in Water. Int. J. Mol. Sci. 2023, 24, 9301.

Abstract

A new sustainable heterogenous catalyst for copper-catalyzed azide-alkyne cycloaddition reaction (CuAAC) was investigated. The preparation of the sustainable catalyst was carried out through the complexation reaction between the polysaccharide cellulose acetate backbone (CA) and copper(II) ions. The resulting complex [Cu(II)-CA] was fully characterized by using different spectroscopic methods such as FTIR, SEM, EDX, UV-Vis, and ICP analyses. The Cu(II)-CA complex exhibits a high activity in the CuAAC reaction for substituted alkynes and organic azides, leading to a selective synthesis of the corresponding 1,4-isomer 1,2,3-triazoles in water as solvent and working at room temperature. It is worth noting that this catalyst has several advantages from the sustainable chemistry point of view including no use of additives, biopolymer support, reactions carried out in water at room temperature, and easy recovery of the catalyst. These characteristics make it a potential candidate not only for the CuAAC reaction but also for other catalytic organic reactions.

Keywords

cellulose acetate; biopolymers; catalyst immobilization; CuAAC; 1,2,3-Triazoles

Subject

Chemistry and Materials Science, Applied Chemistry

Copyright: This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

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