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null (Ed.)A highly chemoselective as well as enantioselective fluorescent probe has been discovered for the recognition of the acidic amino acids, including glutamic acid and aspartic acid. This study has established a novel amino acid recognition mechanism by an aldehyde-based fluorescent probe.more » « less
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Abstract A novel
C 3symmetric 1,1’‐bi‐2‐naphthol‐based Schiff base (R ,R ,R )‐6 has been synthesized which shows highly selective fluorescence enhancement with Zn2+among 21 metal cations examined. Its sensitivity and selectivity are found to be greater than other relatedC 2(1 ) andC 1[(R )‐9 ] symmetric compounds in the fluorescent recognition of Zn2+. The mechanistic study reveals that the selective fluorescence enhancement of the probe can be attributed to the formation of a unimolecular multidentate 6‐coordinated Zn2+complex. -
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Abstract 2,2’‐Diformyl‐1,1’‐binaphthyl is found to exhibit highly enantioselective fluorescence enhancement in the presence of various β‐amino alcohols and base. It provides a new method to determine the enantiomeric composition of those substrates and has potential for high throughput analysis. Based on detailed spectroscopic analyses, it is proposed that a stereoselective cyclization of a β‐amino alcohol with the probe should occur to form a rigid macrocyclic intermediate, contributing to the greatly enhanced fluorescence.
