In summary, we have successfully synthesized a class of atropochiral bipyridine ligands [Y-BiPy], distinguished by a coplanar 5H-cyclopenta[2,1-b:3,4-b']bipyridine core. The incorporation of rigid biphenyl groups at the 3,3'-positions on binaphthenyl framework engenders a pocket-like chiral environment. A notable characteristic of Y-BiPy ligands is that they contain a relative larger open space, facilitating the interaction between coordinated metal center and sterically demanding substrates. To illustrate their utility, a copper-catalyzed asymmetric ring-opening/cross-coupling reaction involving cyclic diaryliodoniums and secondary amines was successfully conducted, yielding axially chiral products with excellent enantiomeric excesses. Control experiments have further substantiated that the chiral binaphthyl backbone not only facilitates stereo-induction by creating a chiral enclave but also enhances the reactivity in the copper-catalyzed asymmetric ring-opening process. The potential for further applications of Y-BiPy ligands is currently under investigation in our laboratory.