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Qualitative Identification of Carboxylic Acids, Boronic Acids, and Amines Using Cruciform Fluorophores
Published on: August 19, 2013
Fluorescent chemosensors of carbohydrate triols exhibiting TICT emissions
David Oesch1, Nathan W Luedtke
1Department of Chemistry, University of Zürich, Winterthurerstrasse 190, CH-8057 Zürich, Switzerland. nathan.luedtke@chem.uzh.ch.
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.
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