Fluorescent chemosensors of carbohydrate triols exhibiting TICT emissions?

Chemical Communications Pub Date: 2015-06-29 DOI: 10.1039/C5CC03857J

Abstract

4-4′-Disubstituted biphenyl boronic acids (BBAs) are push–pull fluorophores with “turn-on” fluorescence properties. Upon carbohydrate triol binding, BBA boronate esters can participate in photon-induced electron transfer, giving a twisted intramolecular charge transfer (TICT) complex. The resulting TICT emissions distinguish between carbohydrates that bind to boron as a diol versus triol unit, thereby revealing stereochemical information about the carbohydrate.

Graphical abstract: Fluorescent chemosensors of carbohydrate triols exhibiting TICT emissions
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