Ag nanoparticles on arginine-cyanoguanidine functionalized magnetic g-C3N4: A catalyst for nitroaromatic hydrogenation and regioselective click reactions

This study describes the development of a novel hybrid nanocatalyst that was obtained by doping magnetic g-C<sub>3</sub>N<sub>4</sub> with Ag nanoparticles and modifying it with arginine and cyanoguanidine (Ag@Fe<sub>3</sub>O<sub>4</sub>-g-C<sub>3</sub>N<sub>4</sub>-Arg-CG). Comprehensive characterization of the nanocatalyst using techniques such as FTIR, XRD, SEM, and TGA confirmed its structural and morphological properties. The catalytic efficiency of the synthesized nanostructure was evaluated in two key reactions: the reduction of nitroaromatic compounds and a click reaction for 1,2,3-triazole synthesis. The results demonstrate that Ag@Fe<sub>3</sub>O<sub>4</sub>-g-C<sub>3</sub>N<sub>4</sub>-Arg-CG effectively reduced various nitroaromatic compounds to substituted anilines at room temperature using NaBH<sub>4</sub> as the reducing agent. Nitrobenzene reduction did not proceed in aprotic solvents such as acetonitrile, CH<sub>2</sub>Cl<sub>2</sub>, and dimethylformamide, whereas it exhibited a high reaction yield in protic solvents such as ethanol and water. The highest yield (100 %) was observed in water at 50 °C using H<sub>2</sub>O solvent. Additionally, the nanohybrid exhibited significant potential for "green" click chemistry by efficiently synthesizing 1,2,3-triazoles under mild conditions, with low catalyst loading. Its magnetic properties facilitated easy recovery, and the catalyst maintained high activity over six cycles, making it suitable for sustainable applications in organic transformations.

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Publication Details

Journal
Heliyon
Published
2024-10-01
DOI
https://doi.org/10.1016/j.heliyon.2024.e38956
Citations
5
Primary Topic
Nanomaterials for catalytic reactions
Type
article
Field-Weighted Citation Impact
1.25

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article

Ag nanoparticles on arginine-cyanoguanidine functionalized magnetic g-C3N4: A catalyst for nitroaromatic hydrogenation and regioselective click reactions

Ali Ayati, Mahmood Tajbakhsh, Mansoureh Daraie, Sara Rashidi
5 citations
Heliyon
Nanomaterials for catalytic reactions
1.25
article

Ag nanoparticles on arginine-cyanoguanidine functionalized magnetic g-C3N4: A catalyst for nitroaromatic hydrogenation and regioselective click reactions

Ali Ayati, Mahmood Tajbakhsh, Mansoureh Daraie, Sara Rashidi
article en
5 citations

Abstract

This study describes the development of a novel hybrid nanocatalyst that was obtained by doping magnetic g-C<sub>3</sub>N<sub>4</sub> with Ag nanoparticles and modifying it with arginine and cyanoguanidine (Ag@Fe<sub>3</sub>O<sub>4</sub>-g-C<sub>3</sub>N<sub>4</sub>-Arg-CG). Comprehensive characterization of the nanocatalyst using techniques such as FTIR, XRD, SEM, and TGA confirmed its structural and morphological properties. The catalytic efficiency of the synthesized nanostructure was evaluated in two key reactions: the reduction of nitroaromatic compounds and a click reaction for 1,2,3-triazole synthesis. The results demonstrate that Ag@Fe<sub>3</sub>O<sub>4</sub>-g-C<sub>3</sub>N<sub>4</sub>-Arg-CG effectively reduced various nitroaromatic compounds to substituted anilines at room temperature using NaBH<sub>4</sub> as the reducing agent. Nitrobenzene reduction did not proceed in aprotic solvents such as acetonitrile, CH<sub>2</sub>Cl<sub>2</sub>, and dimethylformamide, whereas it exhibited a high reaction yield in protic solvents such as ethanol and water. The highest yield (100 %) was observed in water at 50 °C using H<sub>2</sub>O solvent. Additionally, the nanohybrid exhibited significant potential for "green" click chemistry by efficiently synthesizing 1,2,3-triazoles under mild conditions, with low catalyst loading. Its magnetic properties facilitated easy recovery, and the catalyst maintained high activity over six cycles, making it suitable for sustainable applications in organic transformations.

HeliyonVol. 10(19)
Islamic Azad University, Science and Research Branch (IR), Quchan University of Advanced Technology (IR), University of Mazandaran (IR)
National Science Foundation, Iran National Science Foundation, Mazandaran University of Medical Sciences
Openalex Percentile: Top 22%
Nanomaterials for catalytic reactions
1.25
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