Issue 63, 2015

Fluorescent chemosensors of carbohydrate triols exhibiting TICT emissions

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

Supplementary files

Article information

Article type
Communication
Submitted
08 May 2015
Accepted
26 Jun 2015
First published
29 Jun 2015

Chem. Commun., 2015,51, 12641-12644

Author version available

Fluorescent chemosensors of carbohydrate triols exhibiting TICT emissions

D. Oesch and N. W. Luedtke, Chem. Commun., 2015, 51, 12641 DOI: 10.1039/C5CC03857J

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