Pd/DNA as a highly active and recyclable catalyst for aminocarbonylation and hydroxycarbonylation in water: The effect of Mo(CO)6 on the reaction course

Mart, Mehmet; Tylus, Włodzimierz; Trzeciak, Anna M.

doi:10.1016/j.mcat.2018.10.013

Cited by 20 publications

(8 citation statements)

References 65 publications

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“…In Suzuki carbonylation conducted with bromobenzene no conversion was obtained. In reactions carried out without phenyl boronic acid, with iodobenzene benzoic acid was obtained but bromobenzene was not converted [33].…”

Section: Carbonylative Couplingsmentioning

confidence: 99%

“…Figure 12. TEM images of C2 after seven catalytic runs and particle size distribution [33]. Figure 12.…”

Section: Catalyst Recycling In Suzuki-miyaura Reactionmentioning

confidence: 99%

“…Method 1 (C1) [33]: 50 mg of fish sperm DNA was dissolved in 5 mL of water. Then, 112 mg of Pd(OAc) 2 and 5 mL of ethanol were added in turn.…”

Section: Preparation Of Pd/dna (C1 C2 C3 C4)mentioning

confidence: 99%

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Pd/DNA as Highly Active and Recyclable Catalyst of Suzuki–Miyaura Coupling

2018

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Pd/DNA catalysts were prepared in a mixed H2O/EtOH solvent using palladium precursors, Pd(OAc)2 and PdCl2, in different dosages and salmon fish sperm DNA. As prepared, the Pd/DNA contained Pd(II) and Pd(0) nanoparticles of various sizes and morphologies, depending on the preparation method. Pd/DNA efficiently catalyzed the Suzuki–Miyaura cross-coupling of various aryl bromides with phenylboronic acids. The catalyst was recovered by simple phase separation and then reused in seven consecutive cycles with a high activity.

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Section: Carbonylative Couplingsmentioning

confidence: 99%

“…Figure 12. TEM images of C2 after seven catalytic runs and particle size distribution [33]. Figure 12.…”

Section: Catalyst Recycling In Suzuki-miyaura Reactionmentioning

confidence: 99%

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Pd/DNA as Highly Active and Recyclable Catalyst of Suzuki–Miyaura Coupling

2018

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“…However, an efficient homogeneous CC coupling, as well as an aminocarbonylation reaction, are often restricted, due to the limited solubility of reagents (substrates, amine nucleophiles) and amide products or the decomposition of the catalyst. Consequently, many more heterogeneous [ 16 , 17 , 18 , 19 , 20 , 21 ] or biphasic [ 22 ] aminocarbonylation processes have been described than homogeneous processes [ 23 , 24 , 25 ]. Additionally, it has been described by our research group that water can act as an O -nucleophile during aminocarbonylative conditions, resulting in the formation of carboxylic acid when low-reactive nucleophile reaction partners are used [ 26 ].…”

Section: Introductionmentioning

confidence: 99%

Alkyl Levulinates and 2-Methyltetrahydrofuran: Possible Biomass-Based Solvents in Palladium-Catalyzed Aminocarbonylation

et al. 2023

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In this research, ethyl levulinate, methyl levulinate, and 2-methyltetrahydrofuran as bio-derived hemicellulose-based solvents were applied as green alternatives in palladium-catalyzed aminocarbonylation reactions. Iodobenzene and morpholine were used in optimization reactions under different conditions, such as temperatures, pressures, and ligands. It was shown that the XantPhos ligand had a great influence on conversion (98%) and chemoselectivity (100% carboxamide), compared with the monodentate PPh3. Following this study, the optimized conditions were used to extend the scope of substrates with nineteen candidates (various para-, ortho-, and meta-substituted iodobenzene derivatives and iodo-heteroarenes), as well as eight different amine nucleophiles.

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“…Therefore, testing recovery and recycling functionalities is required in the case of newly prepared catalytic materials or advancing already available materials. To date, great efforts have been made to create recyclable nanostructured and supported catalysts for environmentally friendly processes of organic synthesis [8–18] . Obviously, the long‐term operation of the catalyst without loss of its activity and selectivity in a particular reaction shows the potential for its practical application.…”

Section: Introductionmentioning

confidence: 99%

Comparing Separation vs. Fresh Start to Assess Reusability of Pd/C Catalyst in Liquid‐Phase Hydrogenation

Mironenko¹,

Saybulina²,

Тренихин³

et al. 2021

ChemCatChem

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The reusability of metal catalysts is a key issue for the potential application of new catalysts in research and industrial practice. The most common procedure for testing catalyst reusability in liquid‐phase heterogeneous reactions is based on separating a catalyst from a reaction mixture followed by the next run. An alternative procedure called “fresh start” consists of the addition of a new portion of reagents to the reaction mixture without any isolation operation. In this work, we compare both procedures in a model Pd/C‐catalyzed hydrogenation with different heteroatoms, e. g., O‐, S‐, and N‐vinyl derivatives. It was shown that regardless of whether the catalyst is stable or potentially poisoned during the reaction, both procedures lead to comparable results. It appears that a much easier implementation of a fresh start procedure may be an option of choice. The possibilities of using both procedures to rationalize the experimental protocol for assessing Pd/C catalyst reusability in liquid‐phase hydrogenations are discussed.

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Pd/DNA as a highly active and recyclable catalyst for aminocarbonylation and hydroxycarbonylation in water: The effect of Mo(CO)6 on the reaction course

Cited by 20 publications

References 65 publications

Pd/DNA as Highly Active and Recyclable Catalyst of Suzuki–Miyaura Coupling

Pd/DNA as Highly Active and Recyclable Catalyst of Suzuki–Miyaura Coupling

Alkyl Levulinates and 2-Methyltetrahydrofuran: Possible Biomass-Based Solvents in Palladium-Catalyzed Aminocarbonylation

Comparing Separation vs. Fresh Start to Assess Reusability of Pd/C Catalyst in Liquid‐Phase Hydrogenation

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