NDLI: Immobilization of chiral catalysts on magnetite nanoparticles for highly enantioselective asymmetric hydrogenation of aromatic ketones

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Immobilization of chiral catalysts on magnetite nanoparticles for highly enantioselective asymmetric hydrogenation of aromatic ketones

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RSC Advances Vol - 2 Issue - 5

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Immobilization of chiral catalysts on magnetite nanoparticles for highly enantioselective asymmetric hydrogenation of aromatic ketones

Content Provider	Royal Society of Chemistry (RSC)
Author	Hu, Aiguo Lin, Wenbin Liu, Sophie
Copyright Year	2012
Abstract	Magnetite nanoparticle (MNP)-supported asymmetric catalysts were synthesized by direct immobilization of a 4,4′-bisphosphonic acid-substituted BINAP-Ru-DPEN complex onto MNPs. The resulting heterogeneous catalyst (7) was highly active for the asymmetric hydrogenation of a wide range of aromatic ketones with remarkably high activity (>99% conversion with 0.1 mol% catalyst) and enantioselectivity (up to 98.1% ee) as a result of the bulky 4,4′-substituents (i.e., phosphonic acid groups) on BINAP. Catalyst 7 could be readily recycled and reused through simple magnetic decantation 9 times without the loss of activity or enantioselectivity. An alternative strategy was also explored to immobilize the [4,4′-(TMS)2-BINAP]-Ru-DPEN complex onto MNPs by first grafting a DPEN derivative onto the MNP surface followed by complexation of [4,4′-(TMS)2-BINAP]-Ru(DMF)2Cl2 to the surface-bound DPEN, but this immobilization strategy did not provide a robust heterogeneous catalyst, presumably due to oxidation of the Ru(II) intermediate by iron oxide nanoparticles.
Starting Page	2576
Ending Page	2580
Page Count	5
File Format	HTM / HTML PDF
ISSN	20462069
Volume Number	2
Issue Number	6
Journal	RSC Advances
DOI	10.1039/c2ra01073a
Language	English
Publisher	Royal Society of Chemistry
Access Restriction	Open
Subject Keyword	Heterogeneous catalysis Diphenylethylenediamine BINAP Magnetite Iron oxide Nanoparticle Carboxylic acid Asymmetric hydrogenation TMS MNP Decantation Skin grafting
Content Type	Text
Resource Type	Article
Subject	Chemistry Chemical Engineering

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