Synthesis of Non<i>-C</i><sub>2</sub>-Symmetric Biaryldiols via Organo-Electro Catalyzed Aryl–Aryl Dehydrogenative Cross-Coupling
Dingguo Song, Weiwei Huang, Wenji Zhang, Changdi Zheng, Yuhua Chen, Jialiang Lv, Cunwei Zheng, Weihui Zhong, Fei Ling
Abstract
Despite a few successful examples, controlling the enantioselectivity in the asymmetric synthesis of non- C 2 -symmetric biaryldiols has long been challenging. To address the issues of enantioselectivity and regioselectivity, we introduced a novel organoelectrocatalytic strategy enabling asymmetric aryl–aryl dehydrogenative cross-coupling reactions. Using this approach, valuable non- C 2 -symmetric biaryldiols were obtained in up to 95% yields and 97% enantiomeric excesses ( ee s), and these compounds could be further applied as versatile ligands in asymmetric reactions. Detailed mechanistic studies supported a sequential diradical cross-coupling followed by a central-to-axial chirality conversion pathway.