Asymmetric Ruthenium-Catalyzed Hydrogenation of Terpyridine-Type N-Heteroarenes: Direct Access to Chiral Tridentate Nitrogen Ligands

The first enantioselective hydrogenation of terpyridine-type N-heteroarenes has been successfully developed by using Ru(diamine) complexes as catalysts, providing partially reduced chiral pyridine-amine-type products in high yield (up to 93%) with excellent diastereo- and enantioselectivity (up to 94:6 dl/meso, > 99% ee). These pyridine-amine-type compounds can be served as a new class of chiral multidentate nitrogen-donor ligands, which were successfully applied to the Cu-catalyzed asymmetric Friedel-Crafts alkvlation reaction of indoles with nitroalkenes.

以Ru（二胺）配合物为催化剂，成功开发了三联吡啶型N -杂芳烃的首例对映选择性氢化反应，以高产率（高达93%）提供了部分还原的手性吡啶 - 胺型产物，且具有优异的非对映选择性和对映选择性（高达94:6的dl/meso，>99%ee）。这些吡啶 - 胺型化合物可作为一类新的手性多齿氮供体配体，已成功应用于铜催化的吲哚与硝基烯烃的不对称傅 - 克烷基化反应。