Synthesis of Optically Active Cyclic Compounds, Ribbon-Shaped and Propeller-Shaped Compounds, Consisting of Planar Chiral [2.2]Paracyclophane

Chempluschem. 2025 Nov 10;90(11):e202500276. doi: 10.1002/cplu.202500276. Epub 2025 Sep 2.

Abstract

Two types of optically active cyclic compounds based on planar chiral [2.2]paracyclophane skeleton are synthesized. These compounds comprise tetrasubstituted [2.2]paracyclophanes as chiral crossing units, in which π-conjugated phenylene-ethynylenes are folded to construct ribbon- and propeller-shaped structures. The compounds emit circularly polarized luminescence (CPL) with high anisotropy factors (|glum|) and CPL brightness values (BCPL).

Keywords: [2.2]paracyclophane; circularly polarized luminescence; planar chirality; second‐ordered structures.