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 Yu

Front. Chem. Sci. Eng. ›› 2017, Vol. 11 ›› Issue (2) : 231 -237.

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Front. Chem. Sci. Eng. ›› 2017, Vol. 11 ›› Issue (2) : 231 -237. DOI: 10.1007/s11705-017-1633-3
RESEARCH ARTICLE
RESEARCH ARTICLE

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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gelator / Schiff base / chiral recognition / gel formation / gel collapse

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Xuhong Zhang,Haimiao Li,Xin Zhang,Meng An,Weiwei Fang,Haitao Yu. Visual chiral recognition of 1,1′-binaphthol through enantioselective collapse of gel based on an amphiphilic Schiff-base gelator. Front. Chem. Sci. Eng., 2017, 11(2): 231-237 DOI:10.1007/s11705-017-1633-3

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