Journal
ADVANCED SYNTHESIS & CATALYSIS
Volume 351, Issue 1-2, Pages 235-245Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/adsc.200800531
Keywords
asymmetric catalysis; asymmetric hydrogenation; hydrogenation; keto esters; ketones; kinetic study
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The asymmetric hydrogenation of methyl acetoacetate (MAA) in methanol using dibromobis{(S)-4-phenyl-4,5-dihydro-3H-dinaphtho[2,1-c: 1',2'-e]phosphepine}-ruthenium was studied in detail. For the determination of the reaction network, data from kinetic experiments were compared to different possible reaction networks using the kinetic software Presto Kinetics. The simulation was optimised to describe the reaction accurately with a minimal set of process parameters and reaction equations. For the best model the reaction orders, collision factors and activation energy of all reaction steps were determined. Additionally, the influence of reaction temperature and hydrogen pressure on the enantiomeric excess (ee) of the reaction was studied. It was found that high reaction temperatures and high hydrogen pressures result in increasing enantioselectivities.
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