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

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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.

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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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Authors and Affiliations

  1. College of Chemistry and Materials Science, Hebei Normal University, Shijiazhuang, 050024, China

    Xuhong Zhang, Haimiao Li, Xin Zhang, Meng An, Weiwei Fang & Haitao Yu

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  1. Xuhong Zhang
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  2. Haimiao Li
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  3. Xin Zhang
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  4. Meng An
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  5. Weiwei Fang
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  6. Haitao Yu
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Correspondence to Haitao Yu.

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These authors contributed equally to this work.

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Zhang, X., Li, H., Zhang, X. et al. Visual chiral recognition of 1,1′-binaphthol through enantioselective collapse of gel based on an amphiphilic Schiff-base gelator. Front. Chem. Sci. Eng. 11, 231–237 (2017). https://doi.org/10.1007/s11705-017-1633-3

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  • DOI: https://doi.org/10.1007/s11705-017-1633-3

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