In situ preparation of graphene oxide supported Pd nanoparticles in an ionic liquid and the long-term catalytic stability for the Heck reaction

Liu, Dan; Zhang, Changjun; Wang, Fei; Huang, Zhongyuan; Zhang, Ningshuang; Zhou, Haihui; Kuang, Yafei

doi:10.1039/c5ta03767k

Cited by 24 publications

(12 citation statements)

References 72 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…We conclude that our method is better suited for aromatic iodo compounds. This observation is in line with literature data indicating that the Mizoroki–Heck coupling reaction yield is high for iodo compounds …”

Section: Resultssupporting

confidence: 93%

Pd nanoparticles supported on reduced graphene oxide as an effective and reusable heterogeneous catalyst for the Mizoroki–Heck coupling reaction

Mirza‐Aghayan

Mohammadi

Addad

et al. 2020

Applied Organom Chemis

View full text Add to dashboard Cite

A general method for the synthesis of palladium nanoparticles loaded on reduced graphene oxide functionalized with diethylenetriamine (PdNPs/rGO‐NH2) using a sonochemical procedure is described. The heterogeneous nanocomposite was characterized by Fourier transform infrared spectroscopy, X‐ray diffraction, scanning electron microscopy, energy dispersive X‐ray, thermogravimetric analysis, high‐angle annular dark field scanning transmission electron microscopy, X‐ray photoelectron spectroscopy, UV–visible absorption, and inductively coupled plasma optical emission spectrometry. The PdNPs/rGO‐NH2 was very effective for the Mizoroki–Heck coupling reaction of several aryl iodide compounds with different alkenes in the presence of triethylamine. The reaction provides the coupling products in good to excellent yields (59–100%). Additionally, the PdNPs/rGO‐NH2 catalyst can be reutilized for six successive runs without any apparent diminution of its catalytic reactivity.

show abstract

Section: Resultssupporting

confidence: 93%

Pd nanoparticles supported on reduced graphene oxide as an effective and reusable heterogeneous catalyst for the Mizoroki–Heck coupling reaction

Mirza‐Aghayan

Mohammadi

Addad

et al. 2020

Applied Organom Chemis

View full text Add to dashboard Cite

show abstract

“…Kuang and co-workers reported the synthesis of Pd NPs supported on reduced GO grafted with 1-butyl-3-methylimidazolium hexafluorophosphate ([BMIM]PF6) ionic liquid (rGO-IL) by a phase-transfer method from water. [129] The Pd@rGO-IL showed good catalytic activity in the Heck reaction of aryl iodides with acrylates and styrene at 130°C. This catalyst can be reused for ten cycles without a significant loss in activity.…”

Section: Palladium-supported On Graphene or Graphene Oxidementioning

confidence: 97%

“…This catalyst was successfully recycled for five runs for the reaction of iodobenzene with phenylboronic acid, using K 2 CO 3 as base in aqueous EtOH at 60 °C, with small decrease in the catalytic activity. Kuang and co‐workers reported the synthesis of Pd NPs supported on reduced GO grafted with 1‐butyl‐3‐methylimidazolium hexafluorophosphate ([BMIM]PF6) ionic liquid (rGO‐IL) by a phase‐transfer method from water . The Pd@rGO‐IL showed good catalytic activity in the Heck reaction of aryl iodides with acrylates and styrene at 130 °C.…”

Section: Palladium‐supported On Graphene or Graphene Oxidementioning

confidence: 99%

Carbon‐Derived Supports for Palladium Nanoparticles as Catalysts for Carbon‐Carbon Bonds Formation

Naghshbandi

Nájera

2019

ChemCatChem

View full text Add to dashboard Cite

The review considers the variety allotropes of carbon to be used as supports for palladium and investigation of the resulting catalysts for carbon‐carbon forming reactions with focus on the catalyst recovery and effect of the solvent, base and catalyst loading in the efficiency of reactions. Specially, carbon nanotubes, C60 and graphene allowed the covalent functionalization with different ligands for palladium facilitating a lower leaching. Magnetic iron nanoparticles can be easily covered by charcoal, graphene oxide and carbon quantum dots facilitating the recovery of the supported catalyst. These heterogeneous catalysts are able to activate even aryl chlorides in cross‐coupling reactions such as Suzuki‐Miyaura, Mizoroki‐Heck and Sonogashira‐Hagihara in organic but also in aqueous media. All these features favoured the applicability of the materials for industrial processes.

show abstract

“…In 2015, Zhou et al. successfully synthesized a palladium nanocatalyst through immobilization of Pd NPs on to the surface of reduced graphene oxide in the ionic liquid (IL) phase . The as‐prepared Pd/RGO‐IL shows a long‐term catalytic stability and high catalytic activity in the ligand‐free Heck reactions in IL [BMIM]PF 6 (Scheme ).…”

Section: C−c and C−x Coupling Reactions Catalyzed By Graphene Supportmentioning

confidence: 99%

Recent Progress in Application of Graphene Supported Metal Nanoparticles in C−C and C−X Coupling Reactions

Nasrollahzadeh

Issaabadi

Tohidi

et al. 2017

The Chemical Record

View full text Add to dashboard Cite

The carbon-carbon and carbon-heteroatom bonds catalytic formation is among the most significant reactions in organic synthesis which extensively applied for synthesis of natural products, heterocycles, dendrimers, biologically active molecules and useful compounds. This review provides the latest advances in the preparation of graphene supported metal nanoparticles and their application in the catalytic formation of both carbon-carbon (C-C) and carbon-heteroatom (C-X) bonds including the Suzuki, Heck, Hiyama, Ullmann, Buchwald and Sonogashira coupling reactions. Numerous examples are given concerning the use of these catalysts in C-C and C-X coupling reactions along with the reliable and simple preparation methods of these catalysts, their characterization and catalytic properties and also the recycling possibilities.

show abstract

In situ preparation of graphene oxide supported Pd nanoparticles in an ionic liquid and the long-term catalytic stability for the Heck reaction

Abstract: The double protection of the organic cation [BMIM]+ and RGO can reduce the collision and agglomeration of Pd nanoparticles. Hence, the in situ prepared Pd/RGO can exhibit high efficiency and long-term catalytic stability for the Heck reaction in the ionic liquid.

Cited by 24 publications

References 72 publications

Pd nanoparticles supported on reduced graphene oxide as an effective and reusable heterogeneous catalyst for the Mizoroki–Heck coupling reaction

Pd nanoparticles supported on reduced graphene oxide as an effective and reusable heterogeneous catalyst for the Mizoroki–Heck coupling reaction

Carbon‐Derived Supports for Palladium Nanoparticles as Catalysts for Carbon‐Carbon Bonds Formation

Recent Progress in Application of Graphene Supported Metal Nanoparticles in C−C and C−X Coupling Reactions

Contact Info

Product

Resources

About