Über die Entwicklung neuer Methoden zur N-Arylierung von Sulfoximinen und die Synthese von Diarylphosphinylsulfoximinen als Liganden in der asymmetrischen Metallkatalyse

In this work, new methods for the N-arylation of sulfoximines with various aryl sources have been developed. For the first time, aryl boronic acids can be used as aryl sources with ready available copper salts as catalysts. These cross coupling reactions can be performed under mild conditions at room temperature.Furthermore, new C1-symmetric diarylphosphinylsulfoximines have been prepared in a short and modular three step route starting from commercially available precursors. These compounds have been used as ligands in asymmetric metal catalysis. In the palladium-catalyzed asymmetric substitution reactions, selectivities up to 98% ee have been achieved. The structure of a palladium-diarylphosphinylsulfoximine-complex has been determined a X-ray analysis. Diarylphosphinylsulfoximines can also be used for the iridium-catalysed hydrogenation of a broad range of different aryl-alkyl-imines leading to useful chiral amines with very high enantiomeric excesses (up to 98% ee). The catalyst performance can be tuned by the sulfoximine and the diarylphosphine moiety as well as iodine as additive.

Grantor dc:publisher

Publikationsserver der RWTH Aachen University

Year dc:date

2006

Author dc:creator

• Mößner, Christian

Contributors dc:contributor

• Bolm, Carsten

• info:eu-repo/classification/ddc/540
• Chemie
• Asymmetrische Synthese
• Katalyse
• Katalytische Hydrierung
• Hydrierung
• Palladiumkomplexe
• Imine
• Pd-Katalyse
• Cu-Katalyse
• Ir-Katalyse
• chirale Amine
• Asymmetric catalysis
• sulfoximines
• hydogenation
• imines
• chiral amines
• copper cross coupling

Statement dc:rights

• info:eu-repo/semantics/openAccess

Language dc:language

ger

Identifier

https://publications.rwth-aachen.de/search?p=id:%22RWTH-CONV-122258%22

OAI identifier oai:identifier

oai:publications.rwth-aachen.de:60554