Eichenseer, Gorilla M. and Kastl, Benjamin and Pericas, Miguel A. and Hanson, Paul R. and Reiser, Oliver (2016) Synthesis and Application of Magnetic Noyori-Type Ruthenium Catalysts for Asymmetric Transfer Hydrogenation Reactions in Water. ACS SUSTAINABLE CHEMISTRY & ENGINEERING, 4 (5). pp. 2698-2705. ISSN 2168-0485,
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A Noyori-type ruthenium catalyst was immobilized on magnetic platforms consisting of carbon-coated cobalt nanoparticles and different polymers. Both reactivity and enantioselectivity of these catalysts were benchmarked in the asymmetric transfer hydrogenation of acetophenone in an aqueous medium. The best catalyst, having connected the ruthenium catalyst to the nanoparticle by a poly(styrene) matrix, was characterized by infrared (IR) spectroscopy and via a superconducting quantum interference device (SQUID) to determine the saturation magnetization of the magnetic material as well as by transmission electron microscopy (TEM) and energy-dispersive X-ray spectroscopy (EDX). A variety of aryl methyl ketones could be reduced to their corresponding alcohols with good yields (81-100%) and selectivity (91-99% ee), and catalyst recovery and reuse was evaluated over 10 runs with ruthenium leaching into the product of <10 ppm, meeting the pharmaceutical requirements for ruthenium impurities of orally available drugs.
| Item Type: | Article |
|---|---|
| Uncontrolled Keywords: | ACID-TRIETHYLAMINE MIXTURE; AROMATIC KETONES; IONIC LIQUID; PALLADIUM CATALYST; HIGHLY EFFICIENT; IRON CATALYSTS; RU CATALYST; NANOPARTICLES; SUPPORTS; POLYMERIZATION; Asymmetric catalysis; Magnetic nanoparticle; Organic-inorganic hybrid material; Asymmetric transfer hydrogenation; Immobilized catalyst; Ruthenium; Recycling |
| Subjects: | 500 Science > 540 Chemistry & allied sciences |
| Divisions: | Chemistry and Pharmacy > Institut für Organische Chemie Chemistry and Pharmacy > Institut für Organische Chemie > Lehrstuhl Prof. Dr. Oliver Reiser |
| Depositing User: | Dr. Gernot Deinzer |
| Date Deposited: | 20 Mar 2019 12:06 |
| Last Modified: | 20 Mar 2019 12:06 |
| URI: | https://pred.uni-regensburg.de/id/eprint/3013 |
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