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Chiroptical property of TPE triangular macrocycle crown ethers from propeller-like chirality induced by chiral acids†
Journal of Materials Chemistry C ( IF 5.7 ) Pub Date : 2018-03-05 00:00:00 , DOI: 10.1039/c7tc05759h
Wei-Guo Qiao 1, 2, 3, 4, 5 , Jia-Bin Xiong 1, 2, 3, 4, 5 , Ying-Xue Yuan 1, 2, 3, 4, 5 , Hong-Chao Zhang 1, 2, 3, 4, 5 , Dong Yang 6, 7, 8, 9, 10 , Minghua Liu 6, 7, 8, 9, 10 , Yan-Song Zheng 1, 2, 3, 4, 5
Affiliation  

Herein, novel tetraphenylethylene (TPE) triangular macrocycles bearing three crown ether rings were synthesized by connecting three TPE crown ether units at the cis-position with three ethynylene bridging linkers. The macrocycles showed typical aggregation-induced emission (AIE) effect and a high fluorescence quantum yield up to 92%. They could exhibit both circular dichroism (CD) and circularly polarized luminescence (CPL) signals in the presence of enantiomers of chiral acids. Moreover, the chiroptical signals in a film became stronger with the increasing rigidity of the macrocycles. Exceptionally, the chiroptical signals of the macrocycles in solid were ascribed to the induced prevailing single-handed propeller-like conformations of TPE units rather than to the supramolecular helical micro-/nanofiber self-assembled structure.

中文翻译:

TPE三角大环冠醚的手性由手性酸引起的螺旋桨状手性

本文中,通过在顺式连接三个TPE冠醚单元,合成了带有三个冠醚环的新型四苯基乙烯(TPE)三角大环。-位与三个乙炔桥键合接头。大环表现出典型的聚集诱导发射(AIE)效应和高达92%的高荧光量子产率。在手性酸对映异构体存在的情况下,它们可能同时表现出圆二色性(CD)和圆极化发光(CPL)信号。而且,随着大环刚性的增加,膜中的手性信号变得更强。例外地,固体中大环的手性信号归因于TPE单元的普遍存在的单手螺旋桨状构象,而不是超分子螺旋微/纳米纤维自组装结构。
更新日期:2018-03-05
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