SPIONs-bis(NHC)-palladium(II): A novel, powerful and efficient catalyst for Mizoroki–Heck and Suzuki–Miyaura C–C coupling reactions

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 to be highly active and reusable in Mizoroki-Heck and Suzuki-Miyaura cross-coupling reactions in poly(ethylene glycol) and aqueous ethanol as green solvents using an extremely small amount of palladium under mild conditions. Copyright

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“…S4). As shown in the expanded spectrum, the peaks at 337.26 eV (3d 3/2 ) and 342.57 eV (3d 3/2 ) correspond to Pd(ΙΙ) …”

Section: Resultsmentioning

confidence: 92%

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

Hajipour

Khorsandi

2016

Applied Organom Chemis

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“…Khosropour and co-workers reported designation and preparation of SPIONs (superparamagnetic iron oxide NPs)-bis(NHC)-palladium(II) as Pd-NHC-tagged MNPs [ 56 ]. Reaction of amino functionalized Fe 3 O 4 with 1,3,5-trichlorotriazine (TCT) was studied by controlling the temperature, followed by replacing N -methylimidazole with two other chlorides, resulting in the preparation of a bidentate NHC ligand via the formation of a C‒N bond between imidazole and triazine parts ( Scheme 67 ).…”

Section: Novel Types Of Magnetic Nanoparticles-supported Palladiummentioning

confidence: 99%

“… Synthesis of the catalyst SPIONs-bis(NHC)-palladium(II) diacetate. Reproduced with permission from [ 56 ]. …”

Section: Figures and Schemesmentioning

confidence: 99%

Advances in Magnetic Nanoparticles-Supported Palladium Complexes for Coupling Reactions

Nasrollahzadeh

2018

Molecules

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Carbon‒carbon (C‒C) and carbon‒heteroatom (C‒X) bonds that form via transition-metal-catalyzed processes have been extensively used in the organic synthesis and preparation of natural products and important compounds such as heterocycles, biologically active molecules, and dendrimers. Among the most significant catalysts, magnetic nanoparticles-supported palladium complexes are very effective, versatile, and heterogeneous catalysts for a wide range of C‒C and C‒X coupling reactions due to their reusability, thermal stability, and excellent catalytic performance. In this review, recent advances to develop magnetic nanoparticles supported palladium complexes, including their preparation, characterization, catalytic application, and reusability in the formation of both C‒C and C‒X bonds, by authors such as Sonogashira, Heck, Suzuki‒Miyaura, and Stille, and a few examples concerning N-arylation, S-arylation, and Csp2-P coupling reactions are discussed.

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“…The yields varied between 93% and 99% with 96% yield in the first run, and 97% yield in run number 21. Catalyst 11 gave very good yields for aryl bromides and iodides both under conventional heating and under microwave conditions (MW) ( Table 2, Entry 15) [64]. The great advantage utilizing microwave conditions was that the reactions reached completion in a few minutes compared to hours under conventional conditions.…”

Section: The Use Of Palladium Chelated To Magnetic Nanoparticlesmentioning

confidence: 99%

The Use of Palladium on Magnetic Support as Catalyst for Suzuki–Miyaura Cross-Coupling Reactions

Sydnes

2017

Catalysts

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Abstract:The development of new solid supports for palladium has received a lot of interest lately. These catalysts have been tested in a range of cross-coupling reactions, such as Suzuki-Miyaura, Mizoroki-Heck, and Sonogashira cross-coupling reactions, with good outcomes. Attaching the catalyst to a solid support simplifies the operations required in order to isolate and recycle the catalyst after a reaction has completed. Palladium on solid supports made of magnetic materials is particularly interesting since such catalysts can be removed very simply by utilizing an external magnet, which withholds the catalyst in the reaction vessel. This review will showcase some of the latest magnetic solid supports for palladium and highlight these catalysts' performance in Suzuki-Miyaura cross-coupling reactions.

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SPIONs-bis(NHC)-palladium(II): A novel, powerful and efficient catalyst for Mizoroki–Heck and Suzuki–Miyaura C–C coupling reactions

Cited by 72 publications

References 42 publications

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

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

Advances in Magnetic Nanoparticles-Supported Palladium Complexes for Coupling Reactions

The Use of Palladium on Magnetic Support as Catalyst for Suzuki–Miyaura Cross-Coupling Reactions

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