Renovation of Optically Active Phenanthrolines as Powerful Chiral Ligands for Versatile Asymmetric Metal Catalysis.

Abstract

In the field of asymmetric synthesis, the development of new chiral ligands has been regarded as an attractive challenge for decades. Novel chiral ligands can often have a great impact on synthetic protocols. In this context, we are currently interested in the application of 1,10-phenanthroline (phen) as an entirely new class of chiral ligand. To handle this issue, we designed a chiral phen ligand that provides the N,N,O-tridentate coordination of the phen moiety and an additional phenolic hydroxyl group. As phen possesses greater coordination ability with various ions, our chiral phen ligand would be valuable as one of the "privileged" chiral ligands applied to a broad range of metal catalysts and new reactions. This account summarizes the results of the application of the chiral phen ligand to various kinds of metal catalysis.