Hara Nobuyuki, Shizuma Motohiro, Harada Takunori, Imai Yoshitane
Department of Applied Chemistry, Faculty of Science and Engineering, Kindai University 3-4-1 Kowakae, Higashi-Osaka Osaka 577-8502 Japan
Department of Biochemistry, Osaka Research Institute of Industrial Science and Technology 1-6-50 Morinomiya, Joto-ku Osaka 536-8553 Japan.
RSC Adv. 2020 Mar 20;10(19):11335-11338. doi: 10.1039/d0ra01552k. eCollection 2020 Mar 16.
Two types of planar chiral [2,2]paracyclophane-pyrene luminophores (1 and 2) with different binding positions of the fluorescent pyrene units were synthesised. ()/()-1 with 1-pyrene units exhibited green intermolecular excimer circularly polarised luminescence (CPL) at 530 nm in the KBr-pellet, but exhibited no CPL signal in dilute CHCl solution. In contrast, ()/()-2 with 2-pyrene units exhibited a blue intramolecular excimer CPL at 450 nm in CHCl solution. This is the first example of using the binding position of pyrene and the external environment to tune the type (inter- or intramolecular) and chiroptical sign of excimer CPL.
合成了两种平面手性[2,2]对环芳烷-芘发光体(1和2),其荧光芘单元的结合位置不同。具有1-芘单元的()/()-1在KBr压片中于530 nm处呈现绿色分子间准分子圆偏振发光(CPL),但在稀CHCl溶液中未呈现CPL信号。相比之下,具有2-芘单元的()/()-2在CHCl溶液中于450 nm处呈现蓝色分子内准分子CPL。这是利用芘的结合位置和外部环境来调节准分子CPL的类型(分子间或分子内)和手性光学符号的首个实例。