Phys. Chem. Chem. Phys. 2015, 17, 20903. 

The synthesis of two neutral acridone derivatives was carried out to design media sensitive chromophores by taking advantage of intramolecular charge transfer (ICT) features. The molecules comprised two different donor–acceptor–donor triads, with absorption maxima at 425 nm and 520 nm, for the ketone and dicyanomethylene derivatives, respectively. The ketone variant exhibited fluorescence at room temperature, whereas the dicyanomethylene derivative was only emissive in frozen hexane. The ketone emission was highly solvatochromic, with Stokes shifts that ranged from 5000 cm−1 to 10000 cm−1. Electrochemically, both compounds displayed similar oxidation potentials at approximately 0.35 V versus ferrocene/ferrocenium, which was anticipated since both systems employ the same ethynylaniline donor portion of the molecule, whereas only the 9-dicyanomethylene derivative showed a reduction peak at −1.5 V vs. Fc/Fc+. Additional spectroelectro-chemical expe...

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