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Communication

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

by
Salah-Eddine Stiriba
1,2,*,
Lahoucine Bahsis
2,
Elhouceine Benhadria
3,
Khaoula Oudghiri
4,
Moha Taourirte
4 and
Miguel Julve
1
1
Instituto de Ciencia Molecular/ICMol, Universidad de Valencia, C/Catedrático José Beltrán 2, 46980 Paterna, Valencia, Spain
2
Laboratoire de Chimie Analytique et Moléculaire (LCAM), Faculté Polydisciplinaire de Safi, Université Cadi Ayyad, Safi 46030, Morocco
3
Département de Chimie, Faculté des Sciences d’El Jadida, Université Chouaïb Doukkali, El Jadida 24000, Morocco
4
Laboratoire de Recherche en Développement Durable et Santé, Faculté des Sciences et Techniques de Marrakech, Université Cadi Ayyad, Marrakech 40000, Morocco
*
Author to whom correspondence should be addressed.
Int. J. Mol. Sci. 2023, 24(11), 9301; https://doi.org/10.3390/ijms24119301
Submission received: 13 April 2023 / Revised: 22 May 2023 / Accepted: 24 May 2023 / Published: 26 May 2023
(This article belongs to the Special Issue Recent Advances in Cellulose Chemistry)
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Abstract

A new sustainable heterogeneous 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 Fourier-transform infrared spectroscopy (FTIR), Scanning Electron Microscopy (SEM), Energy Dispersive X-ray (EDX), Ultraviolet-visible (UV-vis), and Inductively Coupled Plasma (ICP) analyses. The Cu(II)-CA complex exhibits 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 a 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 cellulose acetate; biopolymers; catalyst immobilization; CuAAC; 1,2,3-triazoles

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MDPI and ACS Style

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. https://doi.org/10.3390/ijms24119301

AMA Style

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. International Journal of Molecular Sciences. 2023; 24(11):9301. https://doi.org/10.3390/ijms24119301

Chicago/Turabian Style

Stiriba, Salah-Eddine, Lahoucine Bahsis, Elhouceine Benhadria, Khaoula Oudghiri, Moha Taourirte, and Miguel Julve. 2023. "Cellulose Acetate-Supported Copper as an Efficient Sustainable Heterogenous Catalyst for Azide-Alkyne Cycloaddition Click Reactions in Water" International Journal of Molecular Sciences 24, no. 11: 9301. https://doi.org/10.3390/ijms24119301

APA Style

Stiriba, S.-E., Bahsis, L., Benhadria, E., Oudghiri, K., Taourirte, M., & Julve, M. (2023). Cellulose Acetate-Supported Copper as an Efficient Sustainable Heterogenous Catalyst for Azide-Alkyne Cycloaddition Click Reactions in Water. International Journal of Molecular Sciences, 24(11), 9301. https://doi.org/10.3390/ijms24119301

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