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.
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