A recyclable silica gel-supported schiff-base palladium nanocatalyst for suzuki-miyaura coupling and green organic synthesis

• Silica gel supported cost effective Schiff base Si@SBPdNPs has been synthesized. • Suzuki-Miyaura reaction of aryl halides were performed using 0.23 mol% of Si@SBPdNPs . • Si@SBPdNPs was utilized for the synthesis of fungicidal Boscalid. • The Si@SBPdNPs was easy to recover and reused six times in the cross-coupling reaction. We developed a cost-effective silica gel-supported Schiff-base palladium nanocatalyst ( Si@SBPdNPs 3 ) using a novel three-step synthesis. First, silica gel was functionalized with an aminosilane compound, followed by Schiff base formation through reaction with 1,10-phenanthroline-2,9-dicarboxaldehyde. Palladium nanoparticles were then introduced using hydrazine hydrate as the reducing agent. FT-IR and XRD confirmed successful functionalization, while SEM images revealed spherical silica particles averaging 50 µm in diameter. TEM analysis showed well-dispersed palladium nanoparticles with an average size of 5.93 ± 0.1 nm. ICP and EDX data indicated a palladium loading of 0.023 mol%, and XPS analysis confirmed the presence of Pd(0) coordinated with the Schiff base ligand. The nanocatalyst demonstrated outstanding activity in Suzuki-Miyaura cross-coupling reactions under mild conditions, efficiently coupling various aryl halides with organoboronic acids to afford high product yields. It also proved effective in synthesizing the biologically active fungicide Boscalide. Moreover, the catalyst could be recovered and reused up to six times with minimal loss of activity, underscoring its sustainability and environmental compatibility. This robust, recyclable nanocatalyst offers a promising, scalable approach for C–C bond formation, with broad potential for applications in green and economical organic synthesis.

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Publication Details

Journal
Inorganic Chemistry Communications
Published
2025-06-09
DOI
https://doi.org/10.1016/j.inoche.2025.114843
Citations
2
Primary Topic
Catalytic Cross-Coupling Reactions
Type
article
Field-Weighted Citation Impact
1.87
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article

A recyclable silica gel-supported schiff-base palladium nanocatalyst for suzuki-miyaura coupling and green organic synthesis

Shaheen M. Sarkar, Md. Maksudur Rahman Khan, Kamrul Hasan, Emmet O’Reilly et al.
2 citations
Inorganic Chemistry Communications
Catalytic Cross-Coupling Reactions
1.87
article

A recyclable silica gel-supported schiff-base palladium nanocatalyst for suzuki-miyaura coupling and green organic synthesis

Shaheen M. Sarkar, Md. Maksudur Rahman Khan, Kamrul Hasan, Emmet O’Reilly, Md Lutfor Rahman, Mohammed Salim Akhter
article en
2 citations

Abstract

• Silica gel supported cost effective Schiff base Si@SBPdNPs has been synthesized. • Suzuki-Miyaura reaction of aryl halides were performed using 0.23 mol% of Si@SBPdNPs . • Si@SBPdNPs was utilized for the synthesis of fungicidal Boscalid. • The Si@SBPdNPs was easy to recover and reused six times in the cross-coupling reaction. We developed a cost-effective silica gel-supported Schiff-base palladium nanocatalyst ( Si@SBPdNPs 3 ) using a novel three-step synthesis. First, silica gel was functionalized with an aminosilane compound, followed by Schiff base formation through reaction with 1,10-phenanthroline-2,9-dicarboxaldehyde. Palladium nanoparticles were then introduced using hydrazine hydrate as the reducing agent. FT-IR and XRD confirmed successful functionalization, while SEM images revealed spherical silica particles averaging 50 µm in diameter. TEM analysis showed well-dispersed palladium nanoparticles with an average size of 5.93 ± 0.1 nm. ICP and EDX data indicated a palladium loading of 0.023 mol%, and XPS analysis confirmed the presence of Pd(0) coordinated with the Schiff base ligand. The nanocatalyst demonstrated outstanding activity in Suzuki-Miyaura cross-coupling reactions under mild conditions, efficiently coupling various aryl halides with organoboronic acids to afford high product yields. It also proved effective in synthesizing the biologically active fungicide Boscalide. Moreover, the catalyst could be recovered and reused up to six times with minimal loss of activity, underscoring its sustainability and environmental compatibility. This robust, recyclable nanocatalyst offers a promising, scalable approach for C–C bond formation, with broad potential for applications in green and economical organic synthesis.

Inorganic Chemistry CommunicationsVol. 179
University of Bahrain (BH), Universiti of Malaysia Sabah (MY), Universiti Teknologi Brunei (BN), University of Limerick (IE), University of Sharjah (AE), Shannon Applied Biotechnology Centre (IE)
Openalex Percentile: Top 15%
Catalytic Cross-Coupling Reactions
1.87
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