Palladium on Polydopamine: Its True Potential in Catalytic Transfer Hydrogenations and Heck Coupling Reactions
Autor: | Imre Bucsi, Péter Németh, Miklós Mohai, Vivien Szabó, Ágnes Mastalir, Attila Kunfi, Imre Bertóti, Gábor London |
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Rok vydání: | 2017 |
Předmět: |
chemistry.chemical_classification
Tandem Catalyst support Organic Chemistry chemistry.chemical_element 02 engineering and technology 010402 general chemistry 021001 nanoscience & nanotechnology Transfer hydrogenation 01 natural sciences Aldehyde Catalysis 0104 chemical sciences Inorganic Chemistry chemistry Heck reaction Magnetic nanoparticles Organic chemistry Physical and Theoretical Chemistry 0210 nano-technology Palladium |
Zdroj: | ChemCatChem. 9:3236-3244 |
ISSN: | 1867-3880 |
DOI: | 10.1002/cctc.201700609 |
Popis: | The application of Pd–polydopamine and magnetic Fe3O4@Pd–polydopamine catalysts in catalytic transfer hydrogenation reactions and the Heck arylation is reported. The reduction of a wide range of aromatic nitro-compounds bearing both electron-donating and -withdrawing substituents to the corresponding anilines could be efficiently performed, although the reduction of carbonyl compounds was found to be less general. In the latter case, only aromatic ketones could be reduced to the corresponding alcohols, whereas aldehyde substrates were unaffected, which may be owing to their reaction with the catalyst support leading to catalyst deactivation. By using magnetic Fe3O4@Pd–polydopamine system, facilitated catalyst recovery and reuse for five consecutive cycles without considerable loss of activity in nitro-group reduction. The efficiency of the catalyst in Heck reactions was comparable to that in transfer hydrogenation, however, no catalytic activity was observed upon reuse in this case, likely as a result of metal leaching. We also explored tandem Heck reaction/catalytic transfer hydrogenation sequences, however, the two reactions showed limited compatibility under the applied conditions. |
Databáze: | OpenAIRE |
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