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Binaphthyl-Bridged Pyrenophanes: Intense Circularly Polarized Luminescence Based on a D2 Symmetry Strategy
Kazuto Takaishi1, Sho Murakami1, Fumiya Yoshinami1
1Division of Applied Chemistry, Graduate School of Natural Science and Technology, Okayama University Tsushima, Okayama, 700-8530, Japan.
Abstract:
A series of D2 -symmetric macrocycles composed of alternately linked pyrene and binaphthyl moieties (binaphthyl-bridged pyrenophanes) have been synthesized. Among them, a pyrenophane possessing ether linkers at the 2,7-positions of the pyrenes exhibited intense circularly polarized luminescence (CPL) with a |glum | value of 0.053. This value is by far the highest for excimers and was not sensitive to temperature, solvent, or concentration. The CPL originated from a twisting pyrene excimer, with the (R)-binaphthyl moieties producing a left-handed twist excimer, which exhibited (-)-CPL. The electric and magnetic transition dipole moments are perfectly parallel, which is the best relationship for strong CPL.
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