Regioselective Heck reaction catalyzed by Pd nanoparticles immobilized on DNA-modified MWCNTs

Hajipour, Abdol R.; Khorsandi, Zahra; Farrokhpour, Hossein

doi:10.1039/c6ra11737f

Cited by 28 publications

(18 citation statements)

References 63 publications

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“…Another strategy to immobilize and stabilize Pd NPs was developed by the Hajipour research group and consisted of using less expensive and commercially available natural DNA . This molecule has several properties, such as solubility and biodegradability, that make it a very suitable scaffold for designing a hybrid catalyst .…”

Section: Carbon Nanotubesmentioning

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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Section: Carbon Nanotubesmentioning

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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“…[49][50][51] The high activity of MNP@PAMAM-Co is probably due to good dispersion of cobalt nanoparticles and good synergistic effects of cobalt nanoparticles with ligands that are grafted on MNP. The first step of this catalytic coupling reaction is oxidative addition, so the reactivity of C-halogen bond has definite influence.…”

Section: Performance Of the Catalyst On Several Substrates For Mizomentioning

confidence: 99%

Cobalt supported on dendronized magnetic nanoparticles: A new highly efficient and recyclable catalyst for the Mizoroki–Heck cross‐coupling reaction

Arghan

Koukabi

Kolvari

2019

Applied Organom Chemis

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Funding information Semnan UniversityPolyamidoamine (PAMAM) is one of the most interesting types of hyperbranched polymers that carry a large number of amino groups on its surface. PAMAM has gained significant attention from synthetic organic chemists due to its structural characteristics, controllable structure, inner porosity, and ability to trap a wide range of ions and molecules. So, in this work, the PAMAM dendrimer was synthesized, grafted onto the surface of magnetite nanoparticles, and the resulting hybrid nanoparticles were then employed as suitable host for immobilizing cobalt nanoparticles. The newly developed catalyst was well characterized by Fourier transform-infrared, X-ray diffraction, thermogravimetric analysis, field emission-scanning electron microscopy, transmission electron microscopy, atomic absorption spectroscopy, element mapping and energy-dispersive X-ray analysis. The efficiency of the as-prepared nanocatalyst was evaluated for the Mizoroki-Heck crosscoupling reactions. The MNP@PAMAM-Co represented perfect catalytic efficiency and high selectivity for the Mizoroki-Heck cross-coupling reaction compared with previously reported catalysts. The catalyst separation from the reaction mixture was easily achieved with the assistance of an external magnetic field, and its recycling was also investigated for five consecutive runs. Hot filtration confirmed no leaching of the active metal during the Heck coupling.

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“…Therefore, to overcome these problems more convenient approaches utilizing cobalt catalyst are required. Because of our continued interest in applying cobalt catalyst in coupling reactions, [5][6][7][8][9] we found that it can be used as a highly efficient catalyst for a threecomponent coupling reaction of aldehyde, alkyne, and amine and Sonogashira coupling reaction in green media and mild reaction conditions. Activation of a terminal alkyne C-H bond by transition metal catalysts is an interest reaction in organic synthesis.…”

Section: Introductionmentioning

confidence: 99%

Cobalt‐Catalyzed Three‐Component Synthesis of Propargylamine Derivatives and Sonogashira Reaction: A Comparative Study between Co‐NPs and Co‐NHC@MWCNTs

2019

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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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Regioselective Heck reaction catalyzed by Pd nanoparticles immobilized on DNA-modified MWCNTs

Cited by 28 publications

References 63 publications

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

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

Cobalt supported on dendronized magnetic nanoparticles: A new highly efficient and recyclable catalyst for the Mizoroki–Heck cross‐coupling reaction

Cobalt‐Catalyzed Three‐Component Synthesis of Propargylamine Derivatives and Sonogashira Reaction: A Comparative Study between Co‐NPs and Co‐NHC@MWCNTs

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