The axial chirality was either induced by chiral auxiliary, i.e. Lg and Lh or stabilized by a rigid eight-membered ring with inherent chirality. Chelation of metal catalyst with these 2,2'-bipyridyl ligands forces the aromatic nuclei toward coplanarity, causing the bipyridines to partially lose axial chirality. In some cases, steric repulsion caused by the substituents at 3,3'-positions inhibits the two pyridyl rings from forming a coplanar structure, resulting in poor chelating ability. Despite the above advances in this field, there is still a need for the development of chiral bipyridine ligands with new skeleton. Specifically, in some cases, chemists require nitrogencontaining bidentate chiral ligands that offer a large open space, making them suitable for highly sterically demanding reactions. Owing to the low cost and easy accessibility of chiral binaphthol and its potential in the stereo-induction, particularly its remarkable achievements in the synthesis of chiral metallocenes, we aim to engineer a bipyridine framework utilizing chiral naphthol as the structural cornerstone. In this work, we designed a class of Y-shape chiral bipyridines (Y-BiPy), which contain atropochiral binaphthyl moiety and 5Hcyclopenta[2,1-b:3,4-b']bipyridines coordinating site. A coplanar bipyridine moiety can chelate a metal catalyst and have ample space for sterically hindered reactions. Additionally, the substituents at the 3,3'-positions of chiral binaphthyl structure as two arms create a chiral pocket for these bipyridine ligands.