Jump to main content
Jump to site search


Chiral molecular face-rotating sandwich structures constructed through restricting phenyl flipping of tetraphenylethylene

Abstract

Chiral tetraphenylethylene (TPE) derivatives have great potential in chiral recognition and circularly polarized luminescence. However, they were mainly constructed through introducing chiral substituents at the periphery of TPE moiety, which reqiured additional chemical modifications and limited the varity of chirality of products. Herein, we constructed a series of chiral face-rotating sandwich structures (FRSs) through resticting phenyl flipping of TPE without introducing any chiral substituents. In FRSs, the complex arrangements of TPE motifs resulted in the varity of chirality. We also found the non-covalent repulsive interactions in vertices caused the facial hetero-directionality of FRSs, and the hydrogen bonds between imine bonds and hydroxy groups induced excited-state intramolecular proton transfer (ESIPT) emission of FRSs. In addition, the fluorescence of FRSs decreases with the addition of trifluoroacetic acid. This study provides new insights into the rational design of chiral assemblies from the aggregation-induced emission (AIE) active building blocks through restriction of intramolecular rotation (RIR).

Back to tab navigation

Supplementary files

Publication details

The article was received on 31 Jul 2018, accepted on 13 Sep 2018 and first published on 14 Sep 2018


Article type: Edge Article
DOI: 10.1039/C8SC03404D
Citation: Chem. Sci., 2018, Accepted Manuscript
  • Open access: Creative Commons BY-NC license
  •   Request permissions

    Chiral molecular face-rotating sandwich structures constructed through restricting phenyl flipping of tetraphenylethylene

    H. Qu, X. Tang, X. Wang, Z. Li, Z. Huang, H. Zhang, Z. Tian and X. Cao, Chem. Sci., 2018, Accepted Manuscript , DOI: 10.1039/C8SC03404D

    This article is licensed under a Creative Commons Attribution-NonCommercial 3.0 Unported Licence. Material from this article can be used in other publications provided that the correct acknowledgement is given with the reproduced material and it is not used for commercial purposes.

    Reproduced material should be attributed as follows:

    • For reproduction of material from NJC:
      [Original citation] - Published by The Royal Society of Chemistry (RSC) on behalf of the Centre National de la Recherche Scientifique (CNRS) and the RSC.
    • For reproduction of material from PCCP:
      [Original citation] - Published by the PCCP Owner Societies.
    • For reproduction of material from PPS:
      [Original citation] - Published by The Royal Society of Chemistry (RSC) on behalf of the European Society for Photobiology, the European Photochemistry Association, and RSC.
    • For reproduction of material from all other RSC journals:
      [Original citation] - Published by The Royal Society of Chemistry.

    Information about reproducing material from RSC articles with different licences is available on our Permission Requests page.

Search articles by author

Spotlight

Advertisements