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

2017, Volume 11, Issue 2

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Frontiers of Chemical Science and Engineering >> 2017, Volume 11, Issue 2 doi: 10.1007/s11705-017-1633-3

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

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

Accepted: 2017-04-06 Available online: 2017-05-12

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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 H nuclear magnetic resonance.

Keywords

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

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