Enantiotopic-group-selective coupling for unified access to carbazole atropisomers as versatile chiral chromophores.

ABSTRACT: Chiral organic chromophores are foundational for advanced optical and electronic devices. Despite the widespread use of N-aryl carbazoles in visible-luminescent materials, chiroptical applications of their atropisomers have remained underdeveloped due to the synthetic challenge of achieving remote atroposelectivity necessitated by extended π-systems. Here, we present a unified strategy for the efficient synthesis of enantioenriched N-C and N-N carbazole atropisomers. By integrating ¹³C NMR-based ligand parameterization, we achieve enantiotopic-group-selective coupling reactions that simultaneously incorporate tailored π-functionalities and establish axial chirality (up to >99:1 er) using synthetic pathways established in carbazole chemistry. Through covalent modulation and nonco

SUBMITTER: Wei J 

PROVIDER: S-EPMC12638793 | biostudies-literature | 2025 Nov

REPOSITORIES: biostudies-literature