Recyclable nano-CuI immobilized on UiO-66-NH2 coated with porous sodium alginate-polysulfonamide for synthesis of phenols

• A novel recyclable and environmentally friendly catalyst, UiO-66-NH 2 @SA-PS/CuI, has been developed for the synthesis of phenols via the Buchwald-Hartwig reaction. • The catalyst is synthesized by immobilizing a porous polysulfonamide-functionalized sodium alginate- (PSA-PS) on the surface of UiO-66-NH 2 , followed by the introduction of copper iodide nanoparticles. • The nanocatalyst demonstrates exceptional performance in the Buchwald-Hartwig reaction, facilitating high yields in the cross-coupling of various aryl halides with sodium hydroxide under mild conditions. • UiO-66-NH 2 @SA-PS/CuI can be reused up to six times without a significant loss in productivity, showcasing its environmental friendliness and sustainability. Buchwald-Hartwig reaction for phenol synthesis is an important tool in organic chemistry, offering a reliable and versatile method for constructing aryl ether linkages, which are prevalent in many natural products, pharmaceuticals, and advanced materials. This research presented a recyclable environmentally-friendly catalyst for the synthesis of phenols from the reaction of aryl halides and sodium hydroxide. For this purpose, we synthesized porous functionalized sodium alginate based polymer (porous sodium alginate-polysulfonamide, SA-PS) immobilized on the surface of UiO-66-NH 2 (UiO-66-NH 2 @SA-PS). Finally, copper iodide nanoparticles were then introduced, resulting in the formation of UiO-66-NH 2 -supported porous sodium alginate-polysulfonamide-copper iodide nanocatalyst (UiO-66-NH 2 @SA-PS/CuI). Successful functionalizations were confirmed through FT-IR and XRD analyses. FESEM images revealed spherical sodium alginate particles and TEM analysis indicated a core-shell structure. ICP data confirmed the anchoring of 0.67 mol% of copper iodide. The nanocatalyst UiO-66-NH 2 @SA-PS/CuI demonstrated exceptional performance in Buchwald-Hartwig reaction, facilitating high product yields in the cross-coupling of various aryl halides, and sodium hydroxide under mild conditions. Furthermore, the catalyst displayed the ability to be reused up to six times without significantly reducing productivity, proving its environmental friendliness and sustainability in promoting the creation of C-O bonds in organic synthesis. This versatile nanocatalyst holds promising for efficient and economically viable catalysis in diverse chemical applications.

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Publication Details

Journal
Carbohydrate Polymer Technologies and Applications
Published
2025-01-09
DOI
https://doi.org/10.1016/j.carpta.2025.100665
Citations
7
Primary Topic
Nanomaterials for catalytic reactions
Type
article
Field-Weighted Citation Impact
6.55
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article

Recyclable nano-CuI immobilized on UiO-66-NH2 coated with porous sodium alginate-polysulfonamide for synthesis of phenols

Ramin Ghorbani‐Vaghei, Sedigheh Alavinia, Samaneh Koosha
7 citations
Carbohydrate Polymer Technologies and Applications
Nanomaterials for catalytic reactions
6.55
article

Recyclable nano-CuI immobilized on UiO-66-NH2 coated with porous sodium alginate-polysulfonamide for synthesis of phenols

Ramin Ghorbani‐Vaghei, Sedigheh Alavinia, Samaneh Koosha
article en
7 citations

Abstract

• A novel recyclable and environmentally friendly catalyst, UiO-66-NH 2 @SA-PS/CuI, has been developed for the synthesis of phenols via the Buchwald-Hartwig reaction. • The catalyst is synthesized by immobilizing a porous polysulfonamide-functionalized sodium alginate- (PSA-PS) on the surface of UiO-66-NH 2 , followed by the introduction of copper iodide nanoparticles. • The nanocatalyst demonstrates exceptional performance in the Buchwald-Hartwig reaction, facilitating high yields in the cross-coupling of various aryl halides with sodium hydroxide under mild conditions. • UiO-66-NH 2 @SA-PS/CuI can be reused up to six times without a significant loss in productivity, showcasing its environmental friendliness and sustainability. Buchwald-Hartwig reaction for phenol synthesis is an important tool in organic chemistry, offering a reliable and versatile method for constructing aryl ether linkages, which are prevalent in many natural products, pharmaceuticals, and advanced materials. This research presented a recyclable environmentally-friendly catalyst for the synthesis of phenols from the reaction of aryl halides and sodium hydroxide. For this purpose, we synthesized porous functionalized sodium alginate based polymer (porous sodium alginate-polysulfonamide, SA-PS) immobilized on the surface of UiO-66-NH 2 (UiO-66-NH 2 @SA-PS). Finally, copper iodide nanoparticles were then introduced, resulting in the formation of UiO-66-NH 2 -supported porous sodium alginate-polysulfonamide-copper iodide nanocatalyst (UiO-66-NH 2 @SA-PS/CuI). Successful functionalizations were confirmed through FT-IR and XRD analyses. FESEM images revealed spherical sodium alginate particles and TEM analysis indicated a core-shell structure. ICP data confirmed the anchoring of 0.67 mol% of copper iodide. The nanocatalyst UiO-66-NH 2 @SA-PS/CuI demonstrated exceptional performance in Buchwald-Hartwig reaction, facilitating high product yields in the cross-coupling of various aryl halides, and sodium hydroxide under mild conditions. Furthermore, the catalyst displayed the ability to be reused up to six times without significantly reducing productivity, proving its environmental friendliness and sustainability in promoting the creation of C-O bonds in organic synthesis. This versatile nanocatalyst holds promising for efficient and economically viable catalysis in diverse chemical applications.

Carbohydrate Polymer Technologies and ApplicationsVol. 9
Bu-Ali Sina University (IR), University of Guilan (IR)
Openalex Percentile: Top 4%
Nanomaterials for catalytic reactions
6.55
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