Asymmetric Transfer Hydrogenation of Aromatic Ketones in Water using a Polymer-Supported Chiral Catalyst Containing a Hydrophilic Pendant Group
| Autor: | Atsuko Chiba, Naoki Haraguchi, Shinichi Itsuno, Yukihiro Arakawa |
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| Rok vydání: | 2008 |
| Předmět: |
inorganic chemicals
Chemistry organic chemicals Chiral ligand technology industry and agriculture Enantioselective synthesis Noyori asymmetric hydrogenation chemistry.chemical_element General Chemistry Transfer hydrogenation Catalysis Ruthenium chemistry.chemical_compound Sulfonate Organic chemistry heterocyclic compounds Pendant group |
| Zdroj: | Advanced Synthesis & Catalysis. 350:2295-2304 |
| ISSN: | 1615-4169 1615-4150 |
| DOI: | 10.1002/adsc.200800362 |
| Popis: | Hydrophilic polymers having pendant groups of carboxylates or sulfonates have been used as a polymer support for chiral 1,2-diamine monosul-fonamides. The polymeric chiral complex prepared from the polymer-supported chiral ligand with ruthenium dichloride·p-cymene was used in the asymmetric transfer hydrogenation of prochiral ketones in water. The balance between hydrophilicity and hydrophobicity of the polymer support influenced both the reactivity and the enantioselectivity of the reaction in water. The chiral polymeric complex having a quaternary ammonium salt structure as the pendant group worked well in water. In most cases the polymer-supported catalyst having a quaternary ammonium sulfonate pendant group showed superior enantioselectivity compared to the corresponding non-supported model catalyst in the solution system. The polymeric catalysts can be reused without loss of catalytic activity. |
| Databáze: | OpenAIRE |
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