Control of Stereoselectivity in Heterogeneous Catalysis by Functionalization of Pt Nanoparticles with alpha-Amino Acids

http://nbn-resolving.de/urn:nbn:de:gbv:46-00107467-16
https://elib.suub.uni-bremen.de/peid=D00107467
https://elib.suub.uni-bremen.de/edocs/00107467-1.pdf
urn:nbn:de:gbv:46-00107467-16
Sulce, Anda
2019
Universität Bremen: Biologie/Chemie
Dissertation
Ligand-functionalized nanoparticles, ligand-reactant interactions, nonlinear effects, stereoselective heterogeneous catalysis, asymmetric hydrogenation, ligand acceleration effect, reaction kinetics
The asymmetric hydrogenation of ß-keto esters over amino acid-functionalized Pt nanoparticles (NPs) was explored. The investigated catalysts are chemoselective and stereoselective due to specific ligand-reactant interactions between ligands and reactants. Based on structure-selectivity relationships, the previously for L-proline-functionalized Pt NPs suggested ligand-reactant interaction model could be validated, extended to other amino acid ligands, and further refined. Nonlinear effect analysis revealed that in most cases the stereoselectivity is determined mainly by a 1:1 ligand-reactant interaction. Adjusting the interactions between ligands and reactants allowed to improve the stereoselectivity up to an enantiomeric excess over 80%. Most amino acid ligands not only induce selectivity but also enhance the reaction rate. The results of a systematic kinetic study provided an important contribution to the understanding of the reaction mechanism.
DDC
540
2019.07.02/10:47:06
Control of Stereoselectivity in Heterogeneous Catalysis by Functionalization of Pt Nanoparticles with alpha-Amino Acids
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