Influence of Regioisomerism in 9‐Anthracenyl‐Substituted Dithiodicyanoethene Derivatives on Photoinduced Electron Transfer Controlled By Intramolecular Charge Transfer

Abstract

In this paper, we report on the fluorescence behaviour of three regioisomers which consist of two 9‐anthracenyl fluorophores and of differently substituted dithiodicyanoethene moieties. These isomeric fluorescent probes show different quantum yields (ϕf). In these probes, an oxidative photoinduced electron transfer (PET) from the excited 9‐anthracenyl fluorophore to the dithiodicyanoethene unit quenches the fluorescence. This quenching process is accelerated by an intramolecular charge transfer (ICT) of the push‐pull π‐electron system of the dithiodicyanoethene group. The acceleration of the PET depends on the strength of the ICT unit. The higher the dipole moment of the ICT unit, the stronger the observed fluorescence quenching. To the best of our knowledge, this is the first report of a regioisomeric influence on an oxidative PET by an ICT.

Redox regulation of electrofluorochromic behavior for an AIEgen-doped PVA hydrogel based on a ferrocene derivate

“…1A). [32][33][34] At the same time, DFT calculation was carried out using the Gaussian 16 program with the B3LYP/6-31G(d,p) level theory and the calculated frontier molecular orbitals and energy levels of the ferrocene and TPE groups are shown in Fig. 1B and Fig.…”