Optically active 3,3'-dimethyl-2,2'-diamino-1,1'-binaphthyl (DM-DABN) and 3,3'-dimethyl-2-amino-2'-hydroxybinaphthyl (DM-NOBIN) derivatives were synthesized by Cu-(-)-sparteine complex-catalyzed enantioselective homo- and hetero-coupling of 2-naphthylamine, respectively. The difference in enantioselectivity was observed by changing the concentration of oxygen.
A variety of planar chiral Ru-complexes bearing tropos ortho-substituted biphenyl ligands were synthesized. The planar chirality control of the Ru complexes by enantiopure (R)-H8–DABN selectively gave the thermodynamically stable diastereomers via association of solvents employed.
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