Synthesis of novel chiral fluorescent sensors and their application in enantioselective discrimination of chiral carboxylic acids

Abstract

Novel chiral fluorescent sensors are synthesized from a dibromide containing a tetraphenylethylene moiety and enantiomerically pure amino alcohols and an amine. The sensors are applied for the chiral recognition of a wide range of chiral carboxylic acids and related derivatives.

Synthesis of novel fluorescence probes and their application in the enantioselective recognition of arginine

“…[24][25][26][27][28][29] Our research group has previously developed numerous uorescence analytical probes for the identication and analysis of chiral amino acids, carboxylic acids, amines, and alcohols (Table 1). [30][31][32] In recent years, there has been signicant progress in the development of chiral amino acid recognition uorescent probes utilizing BINOL structures as uorophores, as evidenced by a number of notable studies. [33][34][35][36] Conventionally, chiral amino acid probes utilizing the BINOL structure rely on the aldehyde group within the naphthalene ring to engage in a Schiff base reaction with the amino acid, leading to the formation of a complex wherein the remaining substituents of the probe intricately interact with the amino acid, consequently inducing alterations in the uorescence properties of the probe.…”

“…24–29 Our research group has previously developed numerous fluorescence analytical probes for the identification and analysis of chiral amino acids, carboxylic acids, amines, and alcohols (Table 1). 30–32…”