A Recyclable Nanoparticle‐Supported Palladium Catalyst for the Hydroxycarbonylation of Aryl Halides in Water

Wittmann, Sigrid; Schätz, Alexander; Grass, Robert N.; Stark, Wendelin J.; Reiser, Oliver

doi:10.1002/anie.200906166

Cited by 216 publications

(112 citation statements)

References 66 publications

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“…29 The graphene layer offers the versatile and reliable attachment of ligand/catalysts by covalent functionalization via C-C bonding, 62 or noncovalent functionalization through p-p stacking interactions with highly aromatic compounds. 63 Iron has also been coated with carbon nanostructures for several different applications as adsorbent, catalyst support and amphiphilic materials for emulsions. 64 Our group has been interested in the development of the magnetite nanoparticles coated with ceria, alumina and titania, however, the coating with these oxides is not so developed as it is for silica.…”

Section: Going Beyond Silicamentioning

confidence: 99%

Recent advances in the development of magnetically recoverable metal nanoparticle catalysts

Rossi¹,

Garcia²,

Vono³

2012

J. Braz. Chem. Soc.

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O objetivo deste Account é fornecer uma visão geral de nossas atividades atuais de pesquisa, as quais envolvem a síntese e modificação de nanomateriais superparamagnéticos para aplicação na área de separação magnética e catálise. Primeiramente, uma introdução ao magnetismo e à separação magnética é feita. Em seguida, estratégias sintéticas que têm sido desenvolvidas para gerar nanopartículas superparamagnéticas revestidas esfericamente por sílica e outros óxidos, com destaque a sistemas bem caracterizados e preparados por metodologias que geram amostras de elevada qualidade e que, a princípio, podem ser produzidas em maior escala, são discutidas. Uma série de catalisadores magneticamente recuperáveis preparados em nosso grupo de pesquisa pela combinação única de suportes superparamagnéticos e nanopartículas metálicas é destacada. Este Account é concluído com observações pessoais e perspectivas neste campo de pesquisa.The aim of this Account is to provide an overview of our current research activities on the design and modification of superparamagnetic nanomaterials for application in the field of magnetic separation and catalysis. First, an introduction of magnetism and magnetic separation is done. Then, the synthetic strategies that have been developed for generating superparamagnetic nanoparticles spherically coated by silica and other oxides, with a focus on well characterized systems prepared by methods that generate samples of high quality and easy to scale-up, are discussed. A set of magnetically recoverable catalysts prepared in our research group by the unique combination of superparamagnetic supports and metal nanoparticles is highlighted. This Account is concluded with personal remarks and perspectives on this research field.

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Section: Going Beyond Silicamentioning

confidence: 99%

Recent advances in the development of magnetically recoverable metal nanoparticle catalysts

Rossi¹,

Garcia²,

Vono³

2012

J. Braz. Chem. Soc.

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“…After drying under high vacuum, 98 mg of the particles 7 were retained. IR (ν/cm À1 ): 2963,2929,2870,1698,1542,1476,1405,1328,1191,1061,1044,977,804,721,647,598,534 [G3]-(OH) 8 Covalently Functionalized Carbon-Coated Cobalt Nanoparticles (10). Azide functionalized carbon-coated cobalt nanoparticles 6 (100 mg) were dispersed in 3 mL of a degassed THF/ H 2 O 3:1 mixture.…”

Section: Bodipy Dye Covalently Immobilized On Carbon-coatedmentioning

confidence: 99%

“…Azide functionalized carbon-coated cobalt nanoparticles 6 (100 mg) were dispersed in 3 mL of a degassed THF/ H 2 O 3:1 mixture. Then, 44 mg (50 μmol) of Acet-[G3]-(OH) 8 8, CuSO 4 3 5H 2 O (1.2 mg, 5 μmol), and sodium ascorbate (3 mg, 15 μmol) were added successively. The mixture was sonicated for 1 h and thereafter put on the laboratory shaker for 24 h. After intensive washing with acetone (5 Â 5 mL) and water ( [G3]-(OH) 8 Covalently and Pyrene-BODIPY Noncovalently Functionalized Carbon-Coated Cobalt Nanoparticles (12).…”

Section: Bodipy Dye Covalently Immobilized On Carbon-coatedmentioning

confidence: 99%

“…7 The latter strategy is described as a physical rather than chemical interaction with the material, which therefore allows the release of the immobilized molecules under elevated temperatures or by switching the solvent. 8 It is surprising that the combination of such a potentially reversible patterning and an irreversible chemical bonding for multifunctional nanomaterials has yet to be reported because it reflects perfectly the interplay of macroscopic properties and molecule-character in the threshold of both. Hence, such a combined covalent and noncovalent approach could significantly broaden the scope of nanomaterials, e.g., for the controlled and monitored release of drugs.…”

Section: ' Introductionmentioning

confidence: 99%

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Combined Covalent and Noncovalent Functionalization of Nanomagnetic Carbon Surfaces with Dendrimers and BODIPY Fluorescent Dye

et al. 2011

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A general method for the synthesis of multifunctional carbon nanomaterials following an unprecedented combined covalent and noncovalent immobilization strategy is reported. Highly magnetic (158 emu/g) carbon-coated cobalt nanoparticles (Co/C) served as scaffold for noncovalent functionalization of pyrene-tagged boradiazaindacene (BODIPY) fluorescent dye through π–π stacking interactions. Next to the reversibly immobilized pyrene-tagged dye, fully covalent functionalization of the magnetic core/shell nanoparticles was accomplished by grafting dendrimers via diazonium/“click”-chemistry. Alternatively, the nanoparticle surface could be covalently functionalized with BODIPY dye following same procedure. The Co/C nanomagnets labeled with fluorescent dye were further examined by confocal laser scanning microscopy (CLSM). Because of the strong fluorescence and magnetic remanence, this material might be interesting for imaging applications and as a nanosized carrier for reversibly attached drugs.

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“…Developing simpler and better ways of recycling of these expensive homogeneous catalysts to overcome these issues would widen their industrial application. The current methods adapted for the recycling of homogeneous catalyst involve anchoring of them on to a heterogeneous support (20Á22) and on nanoparticles (23,24). However, this would further add to the initial cost of the catalyst and moreover many of such anchored catalysts could be under patent protection which would have its own legal and financial issues for their commercial utilization.…”

Section: Introductionmentioning

confidence: 99%

A simple way of recycling of homogeneous catalyst in Suzuki reaction

Manjunatha

Rangappa

Sythana

et al. 2013

Green Chemistry Letters and Reviews

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A simple and practical method of recycling homogeneous catalysts in the Suzuki reaction using appropriate work up conditions is reported here. The commonly used and commercially available homogeneous catalysts 1 (Pd-100) dichlorobis(tri-phenylphosphine)palladium(II), 2 (Pd-106) dichloro[1,1?-bis(diphenylphosphino) ferrocene]palladium(II)-dichloromethane adduct, and 3 (Pd-118) 1,1?-bis(di-tert-butylphosphino)ferrocene] dichloropalladium(II) selected for our study and were recycled successfully for three times using simple acidic and basic work up conditions depending on the presence of amino or carboxylic acid functional group in the product.

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A Recyclable Nanoparticle‐Supported Palladium Catalyst for the Hydroxycarbonylation of Aryl Halides in Water

Cited by 216 publications

References 66 publications

Recent advances in the development of magnetically recoverable metal nanoparticle catalysts

Recent advances in the development of magnetically recoverable metal nanoparticle catalysts

Combined Covalent and Noncovalent Functionalization of Nanomagnetic Carbon Surfaces with Dendrimers and BODIPY Fluorescent Dye

A simple way of recycling of homogeneous catalyst in Suzuki reaction

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