Kikuchi Katsuaki, Nakamura Jun, Nagata Yuuya, Tsuchida Hiromu, Kakuta Takahiro, Ogoshi Tomoki, Morisaki Yasuhiro
Department of Applied Chemistry for Environment, School of Science and Technology, Kwansei Gakuin University, 2-1 Gakuen, Sanda, Hyogo, 669-1337, Japan.
Department of Synthetic Chemistry and Biological Chemistry, Graduate School of Engineering, Kyoto University, Nishikyo-ku, Kyoto, 615-8510, Japan.
Chem Asian J. 2019 May 15;14(10):1681-1685. doi: 10.1002/asia.201801741. Epub 2019 Jan 25.
Planar chiral building blocks based on 4,7,12,15-tetrasubstituted [2.2]paracyclophanes were obtained via a synthetic route involving an optical resolution step. Planar chiral enantiomers, comprising two fluorophores that were stacked to form a V-shaped higher-ordered structure, were synthesized from these building blocks. The V-shaped molecules emitted intense circularly polarized luminescence (CPL). Their chiroptical properties were compared with those of X-shaped molecules bearing the same two fluorophores stacked together. The CPL sign of the X-shaped molecule was opposite to that of the V-shaped molecule, which is supported by the theoretical results, indicating that the CPL sign can be controlled by the orientation of the stacked fluorophores.
基于4,7,12,15-四取代[2.2]对环芳烷的平面手性结构单元通过一条涉及光学拆分步骤的合成路线得到。由这些结构单元合成了平面手性对映体，其包含两个堆叠形成V形高阶结构的荧光团。这些V形分子发出强烈的圆偏振发光（CPL）。将它们的手性光学性质与具有相同两个堆叠在一起的荧光团的X形分子的手性光学性质进行了比较。X形分子的CPL符号与V形分子的相反，这得到了理论结果的支持，表明CPL符号可以通过堆叠荧光团的取向来控制。
