Modular Synthesis of Electronically Diverse Axially Chiral Triarylethenes by Pd(II)-Catalyzed Atroposelective Alkenyl C−H Arylation

Abstract Axially chiral triarylethenes represent a privileged class of scaffolds in asymmetric catalysis and advanced organic materials. Nevertheless, their modular assembly from readily available building blocks has remained challenging. Herein, we report Pd(II)-catalyzed atroposelective C−H arylation of alkenyl C−H bonds using easily accessible arylboronic acids as coupling partners. This transformation proceeds under mild conditions, tolerates a wide range of functional groups, and furnishes the desired products in high yields and enantioselectivities, along with complete Z-selectivity. The synthetic utility of this method is demonstrated through gram-scale synthesis and further derivatization. Notably, the resulting chiral frameworks exhibit compelling chiroptical properties, including pronounced circularly polarized luminescence (CPL) and distinct aggregation-induced emission (AIE) or emission enhancement (AIEE) behavior. These results underscore their potential as versatile building blocks for the design of multifunctional chiral organic materials and advanced chiroptoelectronic devices.