Synthesis of enantiomerically pure helical aromatics such as NHC ligands and their use in asymmetric catalysis

Dissertation, Universität Potsdam, 2018

Gespeichert in:

Bibliographische Detailangaben
1. Verfasser:	Karras, Manfred (VerfasserIn)
Körperschaft:	Universität Potsdam (Grad-verleihende Institution)
Weitere Verfasser:	Schmidt, Bernd (AkademischeR BetreuerIn), Starý, Ivo (AkademischeR BetreuerIn), Veselý, Jan (AkademischeR BetreuerIn)
Format:	UnknownFormat
Sprache:	eng
Veröffentlicht:	Potsdam 2018
Schlagworte:	Hochschulschrift > Asymmetrische Synthese > Katalyse > Heterocyclische Carbene
Online Zugang:	Inhaltsverzeichnis
Tags:	Tag hinzufügen Keine Tags, Fügen Sie den ersten Tag hinzu!

Beschreibung
Zusammenfassung:	Dissertation, Universität Potsdam, 2018 Dissertation, Charles University Prag, 2018 Various ways of preparing enantiomerically pure 2-amino[6]helicene derivatives were explored. Ni(0) mediated cyclotrimerization of enantiopure triynes provided (M)- and (P)-7,8-bis(p-tolyl)hexahelicene-2-amine in >99% ee as well as its benzoderivative in >99% ee. The stereocontrol was found to be inefficient for a 2- aminobenzo[6]helicene congener with an embedded five-membered ring. Helically chiral imidazolium salts bearing one or two helicene moieties have been synthesized and applied in enantioselective [2+2+2] cyclotrimerization catalyzed by an in situ formed Ni(0)-NHC complex. The synthesis of the first helically chiral Pd- and Ru-NHC complexes and their application in enantioselective catalysis was demonstrated. The latter shows promising results in enantioselective olefin metathesis reactions. A mechanistic proposal for asymmetric ring closing metathesis is provided.
Beschreibung:	121 Seiten Illustrationen, Diagramme