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Chemoselective Hydrogenation and Transfer Hydrogenation of Olefins and Carbonyls with the Cluster-Derived Ruthenium Nanocatalyst in Water

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Title Chemoselective Hydrogenation and Transfer Hydrogenation of Olefins and Carbonyls with the Cluster-Derived Ruthenium Nanocatalyst in Water
 
Creator INDRA, A
MAITY, P
BHADURI, S
LAHIRI, GK
 
Subject chemoselectivity
hydrogenation
nanocatalyst
ruthenium
transfer hydrogenation
water-soluble polymer
ASYMMETRIC TRANSFER HYDROGENATION
ORGANIC-REACTIONS
ENANTIOSELECTIVE HYDROGENATION
HETEROGENEOUS CATALYSIS
TRIRUTHENIUM CLUSTER
BIPHASIC CONDITIONS
MILD CONDITIONS
GREEN SOLVENTS
OPERANDO XAFS
NANOPARTICLES
 
Description Ion pairing of [H3Ru4(CO)(12)](-) with the quaternary ammonium groups of water-soluble poly(diallyldimethylammonium chloride) gives the precursor of a nanocatalyst for hydrogenation and transfer hydrogenation reactions in water. In hydrogenation reactions, "on water" effect is seen for substrates such as cyclohexanones, methyl pyruvate, acetophenone, and safflower oil. With these substrates, higher turnover numbers are obtained in water than in methanol. The cluster-derived catalyst shows unique chemoselectivity, which is not seen either in a catalyst prepared through ion pairing of [RuCl4] with the quaternary ammonium groups of the same polymer or in commercial (5%) Ru/Al2O3. In contrast to Ru/Al2O3, the [RuCl4](-)-derived catalyst, or many other ruthenium-based catalytic systems, the cluster-derived catalyst is totally inert toward the hydrogenation of -NO2, -CN, and aromatic ring functionalities. In water, typical ketones and aldehydes could be reduced by using the cluster-derived catalyst and formate as the hydrogen donor. Industrially important cyano-and nitrobenzyl alcohols could thus be made from the corresponding aldehydes. High-resolution TEM data suggest that unique chemoselectivity is a result of highly crystalline ruthenium nanoparticles that consist mainly of Ru(111) crystal planes.
 
Publisher WILEY-V C H VERLAG GMBH
 
Date 2014-10-16T12:54:09Z
2014-10-16T12:54:09Z
2013
 
Type Article
 
Identifier CHEMCATCHEM, 5(1)322-330
http://dx.doi.org/10.1002/cctc.201200448
http://dspace.library.iitb.ac.in/jspui/handle/100/15598
 
Language en