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Issue 13, 2018
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Chiroptical property of TPE triangular macrocycle crown ethers from propeller-like chirality induced by chiral acids

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Abstract

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.

Graphical abstract: Chiroptical property of TPE triangular macrocycle crown ethers from propeller-like chirality induced by chiral acids

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Publication details

The article was received on 15 Dec 2017, accepted on 05 Mar 2018 and first published on 05 Mar 2018


Article type: Paper
DOI: 10.1039/C7TC05759H
Citation: J. Mater. Chem. C, 2018,6, 3427-3434
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    Chiroptical property of TPE triangular macrocycle crown ethers from propeller-like chirality induced by chiral acids

    W. Qiao, J. Xiong, Y. Yuan, H. Zhang, D. Yang, M. Liu and Y. Zheng, J. Mater. Chem. C, 2018, 6, 3427
    DOI: 10.1039/C7TC05759H

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