Ethylenediamine-functionalized activated carbon anchored palladium complex: a recyclable catalyst for Heck reaction

Yang, Jianxin; Tan, Xue-Mei; Wang, Yin; Wang, Xianghui

doi:10.1007/s10934-012-9621-y

Cited by 10 publications

(4 citation statements)

References 21 publications

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“…The catalytic performance of Pd@OMP‐IL‐Bn was evaluated in the Heck cross‐coupling reaction. Heck cross‐coupling is a challenging Pd‐catalyzed C−C coupling that is performed typically under homogeneous conditions using Pd complexes with a variety of ligands or immobilized Pd catalysts on solid supports, such as magnetic nanoparticles, carbon materials, silica‐based supports, and polymers . However, although significant results have been achieved, particularly in homogeneous catalysis, the Heck coupling reaction of nonactivated substrates such as aryl chlorides, which are industrially relevant and inexpensive haloarenes, using a recyclable catalyst system has still not been addressed properly…”

Section: Resultsmentioning

confidence: 99%

Imidazolyl‐Functionalized Ordered Mesoporous Polymer from Nanocasting as an Effective Support for Highly Dispersed Palladium Nanoparticles in the Heck Reaction

et al. 2016

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New imidazolyl‐functionalized ordered mesoporous cross‐linked polymers were prepared by the copolymerization of the ionic liquid 3‐benzyl‐1‐vinyl‐1H‐imidazolium bromide with divinylbenzene as the cross‐linker and azobisisobutyronitrile as the radical initiator in the presence of O‐silylated SBA‐15 as the hard template. The materials were characterized by N2 adsorption–desorption analysis, TEM, thermogravimetric analysis, elemental analysis, and FTIR spectroscopy. The material, which benefits from the use of entrapped ionic liquid in the prepared polymer matrix in combination with its ordered mesoporous structure, is an excellent environment for the stabilization of highly dispersed Pd nanoparticles to result in a recyclable catalyst system with a significant activity in the Heck coupling reaction of aryl halides. The presence of well‐distributed imidazolium functionalities in the polymeric framework might be responsible for the relatively uniform and nearly atomic scale distribution of Pd nanoparticles throughout the mesoporous structure and the prevention of Pd agglomeration during the reaction, which results in high durability, high stability, and good recycling characteristics of the catalyst. Although our catalyst system operates in a homogeneous pathway, it is also very stable and recyclable.

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Section: Resultsmentioning

confidence: 99%

Imidazolyl‐Functionalized Ordered Mesoporous Polymer from Nanocasting as an Effective Support for Highly Dispersed Palladium Nanoparticles in the Heck Reaction

et al. 2016

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“…The conventional approach for testing metal catalyst reusability in liquid‐phase heterogeneous reactions includes catalyst separation (CS) from the reaction mixture using a standard protocol: centrifugation/filtration→washing→drying [20–24] . Then, the used catalyst is utilized again in the next run (cycle) of the catalytic reaction (Figure 1, top).…”

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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“…6 Therefore, many researchers have focused on developing preparation methods for highly dispersed Pd-based heterogeneous catalysts with excellent catalytic efficiency. [7][8][9][10][11] To develop Pd catalysts with excellent catalytic performance for a wide range of reactions, lots of attempts have been made to immobilize Pd nanoparticles on a variety of supports, e.g., carbon, 12,13 membrane, 14 silica, 15 hydroxyapatite, 16 zeolites, 17 MOFs 18 and organic polymers. 19 Among these supports, membranes have been considered as the good choice because the as-prepared catalysts deposited on membranes can be easily separated from the reaction medium in contrary to free powder catalysts.…”

Section: Introductionmentioning

confidence: 99%

Enhanced catalytic properties of Pd nanoparticles by their deposition on ZnO-coated ceramic membranes

et al. 2016

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An efficient and reusable catalyst was developed by loading palladium (Pd) nanoparticles on a ceramic membrane modified with a ZnO nano-coating. The microstructures of the as-prepared Pd-loaded ceramic membranes were characterized by FESEM, EDS, ICP, XPS and HRTEM. Their catalytic properties in liquid-phase p-nitrophenol reduction to p-aminophenol were evaluated. A comparative study was also made with the Pd nanoparticles deposited onto the ceramic membrane without any modification.The XPS and HRTEM results indicate that the ZnO coating can provide strong Pd-Zn interactions on the ceramic membrane, resulting in higher catalytic stability with similar catalytic activity as compared to that without modification. It was found that the leaching and agglomeration of Pd nanoparticles should be responsible for the deactivation of Pd-loaded ceramic membranes. This work would aid the development of membrane catalysts with higher catalytic performance.

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Ethylenediamine-functionalized activated carbon anchored palladium complex: a recyclable catalyst for Heck reaction

Cited by 10 publications

References 21 publications

Imidazolyl‐Functionalized Ordered Mesoporous Polymer from Nanocasting as an Effective Support for Highly Dispersed Palladium Nanoparticles in the Heck Reaction

Imidazolyl‐Functionalized Ordered Mesoporous Polymer from Nanocasting as an Effective Support for Highly Dispersed Palladium Nanoparticles in the Heck Reaction

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

Enhanced catalytic properties of Pd nanoparticles by their deposition on ZnO-coated ceramic membranes

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