Palladium-Catalyzed Enantioselective Intramolecular C–H Arylation of o -Chloroaroylferrocenes Enabled by a Chiral Bidentate Ferrocenyl Phosphine-Pyridine Ligand

A palladium-catalyzed enantioselective intramolecular C-H arylation with unactivated aryl chlorides has been realized. The reaction proceeds on a range of differentially substituted o-chlorobenzoylferrocenes, thus leading to structurally diverse planar-chiral ferrocene-fused cyclic compounds in high yield (up to 99%) with a high level of enantioselectivity (up to >99% ee). Critical to the development of this work is the identification of a structurally distinctive chiral bidentate ferrocenyl phosphine-pyridine ligand readily prepared from (S_c,R_p)-PPFA and 2-(methylamino)pyridine.