Abstract

The syntheses of novel ferrocene-based chiral oxazolines 17, 18 and 26 are reported. The application of these compounds as catalysts for asymmetric palladium-catalysed allylic substitution reactions has been investigated. These reactions afford the substitution products in both high yield and high enantiomeric excess. The solution electrochemical redox-behaviour of 17, 18 and 26 in the presence of palladium ions establishes that palladium coordination to the oxazoline results in a significant anodic shift in the redox potential of the ferrocene ligand. The X-ray crystal structure of the ferrocene-hydroxy amide derivative 16 is also reported.

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