Enantioselective construction of inherently chiral pillar[5]arenes via palladium-catalysed Suzuki-Miyaura cross-coupling.

ABSTRACT: Pillar[n]arenes have broad applications in biological medicine, materials science, and supramolecular gels. Notably, enantiopure pillar[5]arenes are valued for their roles in enantioselective host-guest recognition, chiral sensing, asymmetric catalysis, and related fields. Current methods for obtaining chiral pillar[n]arenes rely heavily on resolution agents or chiral HPLC resolution. However, the synthesis of these compounds via asymmetric catalysis remains challenging. In this study, we develop an asymmetric extended side-arm Suzuki-Miyaura cross-coupling strategy to construct inherently chiral pillar[5]arenes with excellent yields and high enantioselectivities using a palladium catalyst and a Sadphos ligand. The reaction scope extends beyond arylboronic acids to encompass 2-arylvinylbor

SUBMITTER: Luan TR 

PROVIDER: S-EPMC11893803 | biostudies-literature | 2025 Mar

REPOSITORIES: biostudies-literature