Asymmetrische Synthese planar- und zentral-chiraler 1,2,3-trisubstituierter und 1,3-disubstituierter Ferrocene

摘要

Metallocenes and their most important derivative, ferrocenes, are important building blocks in many areas of modern organic chemistry due to their unique electronic and steric properties. Ferrocenes are predominantly used in catalysis, however, nowadays they have also found application in material science and pharmaceutical products showing the enormous potential of this class of molecules. In this thesis a concept for the asymmetric synthesis of 1,2,3-trisubstituted and 1,3-disubstituted mono- and di-ferrocenyls was developed. The flexible substitution pattern allows for rapid and simple ferrocenyl-ligand fine-tuning in a given catalytic asymmetric process. Starting from several ferrocenyl-SAMP-hydrazones, different donor functionalities were diastereoselectivly introduced using a second ortho-directing group. Furthermore the exchange of the auxiliary by electrophiles gave rise to more structurally-unique ligands.