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Visual chiral recognition of 1,1′-binaphthol through enantioselective collapse of gel based on an amphiphilic Schiff-base gelator

  • Xuhong Zhang
  • Haimiao Li
  • Xin Zhang
  • Meng An
  • Weiwei Fang
  • Haitao YuEmail author
Research Article

Abstract

A novel gelator that contained both Schiff base and L-lysine moieties was synthesized and its gelation behavior was tested. This gelator can form gels in various organic solvents. The resulting gel can be applied as a fascinating platform for visual recognition of enantiomeric 1-(2-hydroxynaphthalen-1-yl)naphthalen-2-ol (BINOL) through selective gel collapse. In addition, the mechanism for the reaction of the gel with chiral BINOL was investigated by scanning electron microscope and 1H nuclear magnetic resonance.

Keywords

gelator Schiff base chiral recognition gel formation gel collapse 

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Notes

Acknowledgements

We greatly appreciate the support of the National Natural Science Foundation of China (Grant Nos. 21272054 and 21502040), Natural Science Foundation of Hebei Province (B2016205249 and B2016205211), Youth Top-notch Talent Foundation of the Education Department of Hebei Province (No. BJ2014039), Science and Technology Research Fund of the Education Department of Hebei Province (No. ZD2015030) and the Startup Foundation of Hebei Normal University (Nos. L2015B08, L2015B09, L2015k02 and L2016Z01)

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Copyright information

© Higher Education Press and Springer-Verlag Berlin Heidelberg 2017

Authors and Affiliations

  • Xuhong Zhang
    • 1
  • Haimiao Li
    • 1
  • Xin Zhang
    • 1
  • Meng An
    • 1
  • Weiwei Fang
    • 1
  • Haitao Yu
    • 1
    Email author
  1. 1.College of Chemistry and Materials ScienceHebei Normal UniversityShijiazhuangChina

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