Awesome Chemistry Experiments For C14H19FeN

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Ferrocenyl diphosphines R2PF-P(R?)2 are effective, tunable ligands for the iridium catalyzed enantioselective hydrogenation of N-aryl imines in the presence of iodide and acid promoters. Structure-activity/selectivity correlations were found for the hydrogenation of N-(2-ethyl-6-methylphenyl)-N-(1?-methoxymethyl)-ethylidene-amine (MEA-imine) and for 2,3,3-trimethylindolenine (TMI). Extremely high catalytic activity and moderate to good enantioselectivity were observed for the MEA imine using a catalyst generated in situ from [Ir(cod)Cl]2 and (R)-(S)-PPF-P(3,5-Xyl)2 (xyliphos). With the same type of catalysts, several other N-aryl imines can be hydrogenated with enantioselectivities between 31 and 96%, albeit with lower catalyst activities.

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Reference:
Chiral nitrogen ligands in late transition metal-catalysed asymmetric synthesis—I. Addressing the problem of ligand lability in rhodium-catalysed hydrosilations,
Nitrogen-Containing Ligands for Asymmetric Homogeneous and Heterogeneous Catalysis