Syntheses of Optically Active V-Shaped Molecules: Relationship Between their Chiroptical Properties and the Orientation of the Stacked π-Electron System
Ryo Asakawa, Daiki Tabata, Nanami Miki, Motoki Tsuchiya, Ryo Inoue, Yasuhiro Morisaki
Two kinds of optically active V-shaped molecules were synthesized from enantiopure disubstituted and tetrasubstituted [2.2]paracyclophane as chiral building blocks. The p-arylene-ethynylene-type π-electron systems in these species were stacked at an angle of 60°, and although the two molecules consisted of the same π-electron system, the orientations of these systems were different. In addition, their optical properties were almost identical, while in contrast, significant differences were observed between their chiroptical properties. It was therefore suggested that circularly polarized luminescence behavior could be controlled by adjusting the orientation of the stacked π-electron systems.
V-730, FP-8500, CPL-300, J-1500