Journal
CHEMCATCHEM
Volume 1, Issue 3, Pages 406-413Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/cctc.200900188
Keywords
asymmetric catalysis; chirality; hydrogenation; immobilization; ruthenium
Categories
Funding
- National Science Foundation
- Department of Education for a GAANN fellowship
- Direct For Mathematical & Physical Scien
- Division Of Chemistry [0809776] Funding Source: National Science Foundation
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Chiral RuCl2-diphosphine-diamine complexes with a pendant siloxy group were synthesized and characterized by NMR spectroscopy and mass spectrometry. The Ru complexes were grafted onto three different types of mesoporous silica nanospheres (MSNs) through the siloxane linkage, and the resulting MSN-supported Ru catalysts were highly active for the asymmetric hydrogenation of aromatic ketones, to afford chiral secondary alcohols, and racemic arylaldehydes, to give chiral primary alcohols. Excellent activities and enantioselectivities were observed for these MSN-supported Ru catalysts owing to readily accessible and uniform catalytic sites within the large channels of MSNs (diameters of > 2 nm) and short diffusion lengths for the organic compounds as a result of small nanoparticle sizes of less than 1 mu m. This catalyst immobilization strategy with MSN supports should be amenable to the design of many highly active and enantioselective heterogeneous asymmetric catalysts.
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