Circularly Polarized Luminescence of a Stereogenic Curved Paraphenylene Anchoring a Chiral Binaphthyl in Solution and Solid State
Kenta Sato, Masashi Hasegawa, Yuki Nojima, Nobuyuki Hara, Tomohiko Nishiuchi, Yoshitane Imai, Yasuhiro Mazaki
Abstract
Abstract A curved stereogenic [6]paraphenylene ([6]PP), anchoring a chiral binaphthyl scaffold at 7,7’‐positions, was prepared and investigated for its properties as a solid‐state circularly polarized luminescence (CPL) dye. X‐ray analysis revealed a helically twisted structure of PP units induced by axial chirality of binaphthyl framework. The curved [6]PP exhibits fluorescence in powder and polymethyl methacrylate (PMMA) film as well as solution. A significant increase in quantum yield was observed for a non‐fluid PMMA film owing the suppression of the molecular motion. The g CPL values of the dye in solution and as PMMA film were almost the same (4.3–4.4×10 −3 ) and lager than that in powder. TD‐DFT calculations in the excited state suggest that the exciton can be delocalized into a twisted PP unit to produce a larger magnetic transition dipole moment.