Rational Topological Design for Fluorescence Enhancement upon Aggregation of Distyrylfuran Derivatives.

Chemistry (Weinheim an der Bergstrasse, Germany)

PubMedID: 25868005

Mallet C, Moussallem C, Faurie A, Allain M, Gohier F, Skene WG, Frère P. Rational Topological Design for Fluorescence Enhancement upon Aggregation of Distyrylfuran Derivatives. Chemistry. 2015;.
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.