Axially chiral bridged biaryls represent an important subset of axially chiral biaryl scaffolds in fields ranging from organic synthesis to biochemistry to materials science. While numerous catalytic strategies have been elucidated for the construction of axial chirality, the catalytic synthesis of axially chiral bridged biaryls in the enantioenriched form remains underdeveloped. Herein, we demonstrate an approach to synthesize diverse axially chiral bridged biaryls through nickel-catalyzed kinetic asymmetric cleavage of the unactivated aromatic C–O bond. The catalytic system features mild reaction conditions, high resolution efficiency, and versatile post-functionalizations. Mechanistic studies reveal the impact of the nickel catalyst’s chirality on the stereochemical output of this transformation.

中文翻译：

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Ni 催化动力学不对称 C-O 键断裂制备轴向手性桥联联芳基化合物

轴向手性桥联联芳基代表了从有机合成到生物化学再到材料科学等领域的轴向手性联芳基支架的重要子集。虽然已经阐明了许多用于构建轴向手性的催化策略，但对映体富集形式的轴向手性桥联联芳基的催化合成仍然不发达。在此，我们展示了一种通过未活化的芳香族 C-O 键的镍催化动力学不对称裂解来合成多种轴向手性桥联联芳基的方法。该催化体系具有反应条件温和、分辨率高、后功能化用途广泛等特点。机理研究揭示了镍催化剂的手性对该转化的立体化学输出的影响。