The use of polysaccharides and derivatives in palladium-catalyzed coupling reactions

Molnár, Árpàd; Papp, Attila

doi:10.1039/c3cy00699a

Cited by 47 publications

(13 citation statements)

References 91 publications

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“…The flexibility of the material, insoluble in the vast majority of solvents, but capable of being cast into films and fibres from dilute acid, along with its inherent chirality make chitosan an excellent candidate as a support for catalysis. In this respect, several catalytic systems using chitosan as supports have been developed . Functionalization of chitosan to provide coordination sites has also been carried out and has provided catalysts for oxidation reactions.…”

Section: Introductionmentioning

confidence: 99%

Biguanidine‐functionalized chitosan to immobilize palladium nanoparticles as a novel, efficient and recyclable heterogeneous nanocatalyst for Suzuki–Miyaura coupling reactions

Veisi

Ghadermazi

Naderi

2016

Applied Organom Chemis

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Biguanidine‐functionalized chitosan was synthesized and combined with palladium nanoparticles to yield a recyclable, environmentally benign, heterogeneous catalytic system for the Suzuki–Miyaura C–C coupling reaction. The catalyst was characterized using various techniques. The catalyst was used in Suzuki cross‐coupling reactions of various aryl halides, including less reactive chlorobenzenes, with phenylboronic acid to give biaryls without any additive or ligand. A reusability test demonstrated that the catalyst was highly efficient even after six runs. Solid‐phase poisoning and leaching tests indicated that the catalyst has a heterogeneous nature. Copyright © 2016 John Wiley & Sons, Ltd.

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Section: Introductionmentioning

confidence: 99%

Biguanidine‐functionalized chitosan to immobilize palladium nanoparticles as a novel, efficient and recyclable heterogeneous nanocatalyst for Suzuki–Miyaura coupling reactions

Veisi

Ghadermazi

Naderi

2016

Applied Organom Chemis

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“…Though there are still debates in literature about the usefulness of the recycling experiments since “unsatisfactory stability in the long run is the rule rather than the exception”, it is important from the point of view of industrial application and environmental concerns. Limited availability and high cost of precious metals requires elaboration of recyclable catalytic systems.…”

Section: Resultsmentioning

confidence: 99%

Pd‐Polypyrrole Nanocomposite in Environmentally Friendly Synthesis of Vinylnitriles Using K₄Fe(CN)₆

et al. 2018

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An efficient cyanation of vinyl bromides, activated chlorides and mesylates with K4Fe(CN)6 has been performed using palladium polypyrrole nanocomposite. The reactions are clean and high yielding. They are highly stereoselective furnishing (E)‐nitriles from (E)‐halides and Z‐nitriles from Z‐halides. Chemoselective cyanation of sp2(vinyl)‐Br bond in the presence of sp2(aryl)‐Br is possible. The additional advantages offered by the suggested catalytic system are operational simplicity and the environmentally friendly synthetic methodology (no toxic ligands and the possibility to use environmentally benign aqueous solutions). The catalyst is active under heating and under MW irradiation; it can be reused at least three times.

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“…Indeed, a range of palladium-based polysaccharide catalysts were synthesized and tested in the Suzuki cross-coupling reaction. Although some reviews that summarize different catalytic systems have also been published, they all screened the catalysts based on the type of the polysaccharide that was used as support while neglecting to compare the different catalyst preparations to each other [90][91][92][93][94][95].…”

Section: Palladium-based Polysaccharide Catalysts For Suzuki Cross-comentioning

confidence: 99%

Recent Developments in the Immobilization of Palladium Complexes on Renewable Polysaccharides for Suzuki–Miyaura Cross-Coupling of Halobenzenes and Phenylboronic Acids

Wolfson

Levy‐Ontman

2020

Catalysts

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Polysaccharides derived from natural sources exhibit unique structures and functional groups, which have recently garnered them increased attention for their potential applicability as supports for metal catalysts. Renewable polysaccharide matrices were employed as supports for palladium complexes, with or without previous modification of the support, and were used in Suzuki cross-coupling of halobenzenes and phenylboronic acid derivatives. In this review, recent developments in the immobilization of palladium-based complexes are reported, including descriptions of the preparation procedures and catalytic activity of each system. In addition, the effects of the nature of the polymeric support and of the reaction conditions on catalytic performance are discussed.

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The use of polysaccharides and derivatives in palladium-catalyzed coupling reactions

Cited by 47 publications

References 91 publications

Biguanidine‐functionalized chitosan to immobilize palladium nanoparticles as a novel, efficient and recyclable heterogeneous nanocatalyst for Suzuki–Miyaura coupling reactions

Biguanidine‐functionalized chitosan to immobilize palladium nanoparticles as a novel, efficient and recyclable heterogeneous nanocatalyst for Suzuki–Miyaura coupling reactions

Pd‐Polypyrrole Nanocomposite in Environmentally Friendly Synthesis of Vinylnitriles Using K₄Fe(CN)₆

Recent Developments in the Immobilization of Palladium Complexes on Renewable Polysaccharides for Suzuki–Miyaura Cross-Coupling of Halobenzenes and Phenylboronic Acids

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The use of polysaccharides and derivatives in palladium-catalyzed coupling reactions

Cited by 47 publications

References 91 publications

Biguanidine‐functionalized chitosan to immobilize palladium nanoparticles as a novel, efficient and recyclable heterogeneous nanocatalyst for Suzuki–Miyaura coupling reactions

Biguanidine‐functionalized chitosan to immobilize palladium nanoparticles as a novel, efficient and recyclable heterogeneous nanocatalyst for Suzuki–Miyaura coupling reactions

Pd‐Polypyrrole Nanocomposite in Environmentally Friendly Synthesis of Vinylnitriles Using K4Fe(CN)6

Recent Developments in the Immobilization of Palladium Complexes on Renewable Polysaccharides for Suzuki–Miyaura Cross-Coupling of Halobenzenes and Phenylboronic Acids

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Pd‐Polypyrrole Nanocomposite in Environmentally Friendly Synthesis of Vinylnitriles Using K₄Fe(CN)₆