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Changing from Symmetric to Asymmetric Simply by Immobilizing the Catalyst on Mesoporous Silica Nanoparticle
Author(s) -
Huang Yulin,
Xu Shu,
Lin Victor S.Y.
Publication year - 2011
Publication title -
chemcatchem
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.497
H-Index - 106
eISSN - 1867-3899
pISSN - 1867-3880
DOI - 10.1002/cctc.201000294
Subject(s) - cinchonidine , asymmetric hydrogenation , catalysis , mesoporous silica , rhodium , nanoparticle , chemistry , mesoporous material , enantioselective synthesis , covalent bond , phosphine , homogeneous , combinatorial chemistry , heterogeneous catalysis , organic chemistry , nanotechnology , materials science , physics , thermodynamics
Immobilization for enantioselectivity: Covalent tethering of a rhodium(I) phosphine complex on the surface of highly ordered mesoporous silica nanoparticles (MSN) gives rise to the RhPMSN/(−)‐ cinchonidine catalytic system, which gives 50 % ee in the hydrogenation of ethyl pyruvate. In contrast, no enantioselectivity is detected in the hydrogenation of ethyl pyruvate catalyzed by the very similar homogeneous system [RhCl(PPh 3 ) 3 ]/(−)‐cinchonidine.