Synthese neuer QUINAPHOS-Derivate und deren Einsatz in der asymmetrischen Katalyse

In the present thesis the synthesis of new QUINAPHOS and Dihydro-QUINAPHOS derivatives is described. A major topic of the ligand modification was an enhanced accessiblity of the corresponding diastereomers. In case of derivatives which were 1-naphthyl-substituted in 2-position of the 1,2-dihydro- and 1,2,3,4-tetrahydroquinoline backbone, respectively, the suitable diastereomers for the asymmetric hydrogenation of functionalised olefins could be separated from the crude products in 55-62% yield. These isolated diastereomers were characterised by means of NMR and X-ray analysis. With the rhodium complexes of the synthesized QUINAPHOS and Dihydro-QUINAPHOS derivatives a variety of substrates could be converted in the asymmetric hydrogenation of functionalised olefins. At this, enantioselectivities of 97-99% and turn over frequencies of up to 21600 1/h were obtained.

Grantor dc:publisher

WiKu-Verl

Year dc:date

2009

Author dc:creator

• Pullmann, Thomas

Contributors dc:contributor

• Leitner, Walter

• info:eu-repo/classification/ddc/540
• Hydrierung
• Ligand
• Phosphor-Stickstoff-Verbindungen
• Homogene Katalyse
• Rhodium
• Stereoselektive Synthese
• Asymmetrische Synthese
• Chemie
• Phosphoramidite
• asymmetrische Hydrierung
• zweizähnig
• Hybridliganden
• Phosphoramidites
• asymmetric hydrogenation
• bidentate
• hybrid ligands

Statement dc:rights

• info:eu-repo/semantics/openAccess

Language dc:language

ger

Identifier

https://publications.rwth-aachen.de/search?p=id:%22RWTH-CONV-122571%22

OAI identifier oai:identifier

oai:publications.rwth-aachen.de:60885