Ionic interactions enable stereoselective access to mechanically planar chiral rotaxanes Ye Zhu 1 , Mingfeng Li 1 , Xiu Li Chia 1 , Chong Tian 2 1 National University of Singapore, Singapore Establishing mechanical chirality has remained a substantial synthetic hurdle despite the fast-growing applications of interlocked architectures in supramolecular chemistry. The development of a catalyst-controlled desymmetrization strategy that decouples the creation of mechanically planar chirality and assembly of interlocked bonds is described. 1 Employing a class of anionic chiral phosphine ligands, 2 the Pd-catalyzed Suzuki- Miyaura reactions enable enantioselective access to various mechanically planar chiral rotaxanes. This study demonstrates that precise catalytic stereocontrol over mechanical chirality is achievable by engaging distal ionic substrate-catalyst interactions, despite the noncovalent nature of the interlocking stereogenic elements. References 1. Mingfeng Li, Xiu Li Chia, Chong Tian and Ye Zhu ’’Mechanically planar chiral rotaxanes through catalytic desymmetrization’’ Chem 2022, 8, 2843–2855. 2. Yazhou Lou, Junqiang Wei, Mingfeng Li, and Ye Zhu “Distal Ionic Substrate–Catalyst Interactions Enable Long-Range Stereocontrol: Access to Remote Quaternary Stereocenters through a Desymmetrizing Suzuki–Miyaura Reaction” Journal of the American Chemical Society 2022, 144, 123–129.
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