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Rational Topological Design for Fluorescence Enhancement upon Aggregation of Distyrylfuran Derivatives
Authors:Dr Charlotte Mallet  Dr Chady Moussallem  Alexandre Faurie  Magali Allain  Dr Frédéric Gohier  Prof William G Skene  Prof Pierre Frère
Affiliation:1. Université d'Angers, MOLTECH‐Anjou UMR CNRS 6200, groupe SCL, 2?Boulevard Lavoisier, 49045 Angers Cedex (France);2. Laboratoire de Caractérisation Photophysique des Matériaux Conjugués, Département de Chimie, Université de Montréal, CP 6128, Centre‐ville, Montréal, QC (Canada)
Abstract:A series of 2,5‐distyrylfuran derivatives bearing pentafluorophenyl‐ and cyanovinyl units have been synthesized for aggregation‐induced emission (AIE). The effect of the type and extent of the supramolecular connections on the AIE of the furan derivatives were examined and correlated with their X‐ray crystal structures. It was found that the simultaneous presence of cyano and perfluorophenyl units strongly enhances the fluorescence upon aggregation. Single‐crystal X‐ray diffraction analysis confirmed that C?H???F, F???F, C?H???nitrile, Ar???ArF (Ar=aryl, ArF=fluoroaryl), and nitrile???ArF intra‐ and intermolecular interactions drive the topology of the molecule and that solid‐state supramolecular contacts favor AIE of the furan derivatives.
Keywords:aggregation  fluorescence  solid‐state interactions  topology design  X‐ray diffraction
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