Immobilized Pd on (S)‐methyl histidinate‐modified multi‐walled carbon nanotubes: a powerful and recyclable catalyst for Mizoroki–Heck and Suzuki–Miyaura C–C cross‐coupling reactions in green solvents and under mild conditions
Abstract:A stable and powerful heterogeneous palladium catalyst was synthesized using immobilized palladium on (S)-methyl histidinate bonded onto the surface of multi-walled carbon nanotubes. The catalyst was characterized using a combination of Fourier transform infrared and X-ray photoelectron spectroscopies, transmission electron microscopy, X-ray powder diffraction and inductively coupled plasma, thermogravimetric and elemental analyses. This new air-and moisture-stable phosphine-free palladium catalyst was found t… Show more
“…In continuous of our interest in developing of preparation various heterogonous catalyst and studying their applications in cross coupling reaction, now the work on the synthesis and characterization of chitosan‐supported palladium complexes and its catalytic behavior in Heck and Suzuki cross coupling reactions was presented.…”
A novel type of magnetically responsive chitosan nanocomposite was successfully synthesized as a green and high powerful palladium‐based heterogeneous catalyst and its efficiency in Heck and Suzuki cross‐coupling was evaluated. This catalyst promote a large library of functional substrates of these reactions under mild and sustainable conditions (water or ethanol as solvent, at room temperature, in significantly short reaction time (20 minutes)) and stand as recyclable, metal scavenging catalytic systems.
“…In continuous of our interest in developing of preparation various heterogonous catalyst and studying their applications in cross coupling reaction, now the work on the synthesis and characterization of chitosan‐supported palladium complexes and its catalytic behavior in Heck and Suzuki cross coupling reactions was presented.…”
A novel type of magnetically responsive chitosan nanocomposite was successfully synthesized as a green and high powerful palladium‐based heterogeneous catalyst and its efficiency in Heck and Suzuki cross‐coupling was evaluated. This catalyst promote a large library of functional substrates of these reactions under mild and sustainable conditions (water or ethanol as solvent, at room temperature, in significantly short reaction time (20 minutes)) and stand as recyclable, metal scavenging catalytic systems.
“…Hajipour and co‐workers were reported the synthesis Pd NPs immobilized on a f‐MWCNTs bearing ( S )‐methyl histidinate (Scheme ) . The synthesized catalyst offered high activity and reusability in the Heck and Suzuki reactions in polyethylene glycol (PEG) 200 and aqueous ethanol as solvents, respectively.…”
Section: Palladium‐supported On Carbon Nanotubesmentioning
confidence: 99%
“…Hajipour and co-workers were reported the synthesis Pd NPs immobilized on a f-MWCNTs bearing (S)-methyl histidinate (Scheme 15). [85] The synthesized catalyst offered high activity and reusability in the Heck and Suzuki reactions in polyethylene glycol (PEG) 200 and aqueous ethanol as solvents, respectively. Heck coupling of aryl iodides and bromides were performed with styrene using KOH as base, 0.0022 mol % Pd at 50°C and gave corresponding olefins in high to excellent yields.…”
Section: Palladium-supported On Carbon Nanotubesmentioning
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.
“…With increasingly important consideration to development of environmentally friendly synthetic methods, N heterocyclic carbene (NHC) cobalt complexes have been developed by immobilizing on solid supports. In continuation of our recent investigations on the application of heterogeneous catalytic systems in cross‐coupling reactions; herein, NHC–Co(ΙΙ) complex supported on MWCNTs (Co–NHC@MWCNT) was prepared and its catalytic activity was investigated in three components coupling of aldehydes, alkynes, and amines and Sonogashira cross coupling reaction.…”
Complex of cobalt N‐heterocyclic ligands supported on multi‐walled carbon nanotube (Co‐NHC@MWCNTs) and pure cobalt nanoparticles (Co‐NPs) were synthesized. Their catalytic activities for synthesis of propargylamine derivatives and Sonogashira reaction was explored and compared. All reactions resulted in moderate to excellent yields using these inexpensive and efficient catalysts in green media and mild reaction conditions. Our investigation displayed that the efficiency and reusability of the Co‐NHC@MWCNTs is superior to other (Co‐NPs).
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