The design and use of early-late heterobimetallic transition metal complexes is a relatively new approach to catalyst development in organic synthesis. To date, only a few examples of chiral heterobimetallic complexes have been reported. Our laboratory is pursuing the development of titanium containing ligands that assemble active heterobimetallic catalysts in situ. In this presentation, I will describe our efforts to synthesize chiral, enantiopure titanium-containing bis(phosphinoamide) ligands and their application to enantioselective allylic amination reactions with hindered secondary amine nucleophiles. The improved reactivity observed with these catalysts provides access to enantioenriched hindered amines, which has previously been a limitation in palladium-catalyzed allylic amination reactions. These results expand the usefulness of heterobimetallic catalysts for organic synthesis by enabling the design of enantioselective transformations.

Enantioselective catalysis using chiral Ti-Pd complexes

255th National Meeting (2018)

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