Mesoporous carbon supported ultrasmall palladium particles as highly active catalyst for Suzuki‐Miyaura reaction

Enneiymy, Mohamed; Drian, Claude Le; Ghimbeu, Camélia Matei; Becht, Jean‐Michel

doi:10.1002/aoc.5104

Cited by 10 publications

(6 citation statements)

References 42 publications

(38 reference statements)

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“…In the same year, Becht and co-workers reported the preparation of a mesoporous carbon support through a self-assembly route, starting with a solution containing a surfactant and a phenolic resin based on phloroglucinol-glyoxal [165]. The biocatalyst with uniformly dispersed ultra-small PdNPs (1.2 nm) presented an excellent catalytic activity in the Suzuki reaction in solely water with a very low Pd loading (10-100 µequiv, TOF 10,000 h −1 ).…”

Section: Carbonaceous Supportsmentioning

confidence: 99%

Green Synthesis of Pd Nanoparticles for Sustainable and Environmentally Benign Processes

Piermatti

2021

Catalysts

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Among transition metal nanoparticles, palladium nanoparticles (PdNPs) are recognized for their high catalytic activity in a wide range of organic transformations that are of academic and industrial importance. The increased interest in environmental issues has led to the development of various green approaches for the preparation of efficient, low-cost and environmentally sustainable Pd-nanocatalysts. Environmentally friendly solvents, non-toxic reducing reagents, biodegradable capping and stabilizing agents and energy-efficient synthetic methods are the main aspects that have been taken into account for the production of Pd nanoparticles in a green approach. This review provides an overview of the fundamental approaches used for the green synthesis of PdNPs and their catalytic application in sustainable processes as cross-coupling reactions and reductions with particular attention afforded to the recovery and reuse of the palladium nanocatalyst, from 2015 to the present.

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Section: Carbonaceous Supportsmentioning

confidence: 99%

Green Synthesis of Pd Nanoparticles for Sustainable and Environmentally Benign Processes

Piermatti

2021

Catalysts

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“…[70][71][72][73][74][75][76][77][78][79] It shows that the APC-750@Pd catalyst has shown better catalytic activity than reported structurally similar catalysts in case of reaction conditions, catalyst concentration, and yields (Table 5). In the literature, [70][71][72][73][74][75][76][77][78][79] most of the Suzuki-Miyaura crosscoupling reactions catalyzed by similar types of catalysts require a high amount of catalyst loadings than our catalytic system. Although our catalytic system works well with aryl bromides, developed catalytic system does not have the same effect with 4-chloroacetophenone.…”

Section: Catalysismentioning

confidence: 99%

“…In order to show the efficiency of the APC-750@Pd catalyst on the synthesis of biaryls, the activity of the APC-750@Pd catalyst was compared with heterogeneous palladium catalysts in Suzuki-Miyaura cross-coupling reactions. [70][71][72][73][74][75][76][77][78][79] It shows that the APC-750@Pd catalyst has shown better catalytic activity than reported structurally similar catalysts in case of reaction conditions, catalyst concentration, and yields (Table 5). In the literature, [70][71][72][73][74][75][76][77][78][79] most of the Suzuki-Miyaura crosscoupling reactions catalyzed by similar types of catalysts require a high amount of catalyst loadings than our catalytic system.…”

Section: Catalysismentioning

confidence: 99%

Palladium nanoparticle supported on nitrogen‐doped porous carbon: Investigation of structural properties and catalytic activity on Suzuki–Miyaura reactions

Buğday

Altın

Yaşar

2021

Applied Organom Chemis

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Novel palladium-doped nanoporous carbon composite material obtained via thermolysis of amorphous zeolitic imidazolate framework (aZIF) was synthesized and used as an efficient catalyst on Suzuki-Miyaura crosscoupling reactions of aryl bromides. With this developed catalytic system, the Suzuki-Miyaura cross-coupling reaction was accomplished in aqueous solutions, and biaryls were obtained in good to excellent yields in a short reaction time. The APC-750@Pd catalyst was characterized by Fourier Transform Infrared spectroscopy (FTIR), X-ray Diffraction (XRD), Scanning Electron Eicroscopy (SEM), X-ray Photoelectron Spectroscopy (XPS), Transmission Electron Microscopy (TEM), Thermal Gravimetric Analysis (TGA), Differential Thermal Analysis (DTA), Inductively Coupled Plasma Mass Spectrometry (ICP-MS) and Brunauer-Emmett-Teller (BET) analysis tecniques. N-doped porous carbon material (NPC-1000) was synthesized by thermolysis from aZIF.Activated porous carbon material (APC-750) was fabricated via fused at 750 C with KOH from NPC-1000. The APC-750@Pd was obtained as a result of the interaction of APC-750 and PdCl 2 in deionized water. The cross-coupling reaction of different aryl bromides with phenylboronic acid was investigated to show the potential of the APC-750@Pd in the Suzuki-Miyaura cross-coupling reactions. The APC-750@Pd catalyst could be recycled at least five times with a 15% loss of catalytic efficiency in this catalytic system.

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“…The Suzuki reaction was known as a versatile method to synthesize functionalized biaryls. [34,35] Water is undoubtedly the most favored green solvent. Unfortunately, the coupling yield of Pd@PI-catalyzed Suzuki reaction of iodobenzene with phenylboronic acid in water was only 65% (Figure 7).…”

Section: Suzuki Reactionmentioning

confidence: 99%

Palladium nanoparticles encapsulated in polyimide nanofibers: An efficient and recyclable catalyst for coupling reaction

Gou

Gao

et al. 2021

Applied Organom Chemis

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In this study, palladium‐encapsulated poly(amic acid) (Pd@PAA) nanofibers were prepared by electrospinning, followed by thermal imidization to synthesize palladium‐encapsulated polyimide (Pd@PI) nanofibers. Scanning electron microscopy (SEM) images confirmed the preparation of uniform and smooth Pd@PAA and Pd@PI nanofibers. Thermogravimetric analysis (TGA) results reveal that the Pd@PI nanofibers possessed excellent thermal stability. The dispersion of palladium nanoparticles in the polyimide nanofibers was characterized by transmission electron microscopy (TEM) and X‐ray diffraction (XRD). The catalysis results show that this Pd@PI fibrous catalyst was very efficient to catalyze the cross‐coupling reactions of aromatic iodides with n‐butyl acrylate (Heck reaction) or phenylboronic acid derivatives (Suzuki reaction) to afford the desired products in good to excellent yields. Moreover, the Pd@PI catalyst could be easily separated and recovered from the reaction mixture by simple filtration due to the regular fibrous structure and reused for 10 times for both Heck and Suzuki reactions without obvious loss of its initial catalytic activity. Thus, the Pd@PI nanofiber catalyst holds great potential in chemical industry in terms of its excellent catalytic activity and stability.

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Mesoporous carbon supported ultrasmall palladium particles as highly active catalyst for Suzuki‐Miyaura reaction

Cited by 10 publications

References 42 publications

Green Synthesis of Pd Nanoparticles for Sustainable and Environmentally Benign Processes

Green Synthesis of Pd Nanoparticles for Sustainable and Environmentally Benign Processes

Palladium nanoparticle supported on nitrogen‐doped porous carbon: Investigation of structural properties and catalytic activity on Suzuki–Miyaura reactions

Palladium nanoparticles encapsulated in polyimide nanofibers: An efficient and recyclable catalyst for coupling reaction

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