Immobilized Pd(0) nanoparticles on phosphine-functionalized graphene as a highly active catalyst for Heck, Suzuki and N-arylation reactions

Fareghi‐Alamdari, Reza; Haqiqi, Mohsen G.; Zekri, Negar

doi:10.1039/c5nj02227d

Cited by 76 publications

(43 citation statements)

References 83 publications

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“…[57] The high affinity of phosphorus to oxygen was used to prepare graphene oxide diphenylphosphinite by its reactionw ith Ph 2 PCl. [58] Phosphorus introduction to reduced graphene oxide was also reported by the reactiono fg raphene oxide with white phosphorus and phosphine. [59] The reaction of graphene oxide with phosphorus trihalogenidel ed to concurrent phosphorus andh alogen codoping, together with partial graphene oxide reduction.…”

Section: Graphene Derivatives Based On Pnictogen Group Elementsmentioning

confidence: 93%

“…by treatment of graphene oxide with a polyphosphoric acid/phosphoric acid mixture . The high affinity of phosphorus to oxygen was used to prepare graphene oxide diphenylphosphinite by its reaction with Ph 2 PCl . Phosphorus introduction to reduced graphene oxide was also reported by the reaction of graphene oxide with white phosphorus and phosphine .…”

Section: Synthesis Of Graphene Derivativesmentioning

confidence: 99%

“…So far, the material containing phosphonic acids groups on the edges of graphene sheet exhibited flame retardant properties and was used as material for the improvement of fire safety in cotton fabrics . The ability of phosphorus to serve as a ligand, lead authors to prepare phosphinite containing graphene, which showed great effectivity in palladium catalysed reactions …”

Section: Applications Of Modified Graphenesmentioning

confidence: 99%

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Chemistry of Graphene Derivatives: Synthesis, Applications, and Perspectives

Šturala

Luxa

Pumera

et al. 2018

Chemistry A European J

116

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The chemistry of graphene and its derivatives is one of the hottest topics of current material science research. The derivatisation of graphene is based on various approaches, and to date functionalization with halogens, hydrogen, various functional groups containing oxygen, sulfur, nitrogen, phosphorus, boron, and several other elements have been reported. Most of these functionalizations are based on sp hybridization of carbon atoms in the graphene skeleton, which means the formation of out-of-plane covalent bonds. Several elements were also reported for substitutional modification of graphene, where the carbon atoms are substituted with atoms like nitrogen, boron, and several others. From tens of functional groups, for only two of them were reported full functionalization of graphene skeleton and formation of its stoichiometric counterparts, fluorographene and hydrogenated graphene. The functionalization of graphene is crucial for most of its applications including energy storage and conversion devices, electronic and optic applications, composites, and many others.

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Section: Graphene Derivatives Based On Pnictogen Group Elementsmentioning

confidence: 93%

Section: Synthesis Of Graphene Derivativesmentioning

confidence: 99%

Section: Applications Of Modified Graphenesmentioning

confidence: 99%

See 1 more Smart Citation

Chemistry of Graphene Derivatives: Synthesis, Applications, and Perspectives

Šturala

Luxa

Pumera

et al. 2018

Chemistry A European J

116

View full text Add to dashboard Cite

show abstract

“…Similarly, a preparation of Pd NPs immobilized on phosphine‐functionalized graphene by a direct reduction of Pd (OAc) 2 was reported by the Fareghi‐Alamdari research group . As shown in Scheme , a GO substrate was first treated with a hydroxide anion, resulting in the generation of hydroxyl groups on the graphene surface.…”

Section: Graphenementioning

confidence: 99%

Carbon‐Based Material‐Supported Palladium Nanocatalysts in Coupling Reactions: Discussion on their Stability and Heterogeneity

Zhao

Cao

2020

Applied Organom Chemis

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Scientific interest in carbon‐based materials (CBMs) has grown dramatically over the past few decades. Due to a variety of atomic orbital hybrid forms (sp, sp2 and sp3 hybridization), carbon can form a variety of materials with diverse structures and characteristics. CBMs used as efficient catalyst supports show extensive promise in organic reactions, which is attributed to their structural similarity with organics, large specific surface area, chemical stability, and photocatalytic properties. This review presents the synthesis of CBM‐supported palladium nanocatalysts based on impregnation, template methods, etc. The CBMs include activated carbon (AC), graphene, carbon nanotubes (CNTs), and their functionalized products, as supports for improving the activity and recyclability of simple Pd nanocatalysts. After surveying the literature where these catalysts have been utilized for carbon–carbon coupling reactions, there is a particular emphasis on Suzuki, Heck, and Sonogashira reactions. The catalytic mechanism of these Pd nanocatalysts (surface heterogeneous catalysis or homogeneous catalysis caused by Pd leaching) is discussed in detail, especially the effect of Pd leaching on the stability of the catalyst.

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“…A phosphine functionalized GO was synthetized by Fareghi-Alamdari and co-workers for the stabilization of Pd NPs. [124] First, synthesized GO with several epoxy groups was treated with KOH and the resulting polyhydroxylated GO was functionalized with phosphine groups through reaction with chlorodiphenylphosphine (ClPPh 2 ) giving GO-PPh 2 . Further treatment with Pd (OAc) 2 in EtOH gave Pd NPs on the surface of this functionalized GO, Pd@GO-PPh 2 .…”

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

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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.

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Immobilized Pd(0) nanoparticles on phosphine-functionalized graphene as a highly active catalyst for Heck, Suzuki and N-arylation reactions

Abstract: Phosphine functionalized graphene was used for the immobilization of Pd nanoparticles and utilized in C–C and C–N bond formation reactions.

Cited by 76 publications

References 83 publications

Chemistry of Graphene Derivatives: Synthesis, Applications, and Perspectives

Chemistry of Graphene Derivatives: Synthesis, Applications, and Perspectives

Carbon‐Based Material‐Supported Palladium Nanocatalysts in Coupling Reactions: Discussion on their Stability and Heterogeneity

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

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