Abstract
AbstractBenzimidazole substituted indolo[3,2‐b]carbazole derivatives (5 and 6) were synthesized by formylation of N,N′‐dioctylindolo[3,2‐b]carbazole followed by reaction with o‐phenyelene diamine. The structures of these two compounds were characterized by high resolution mass‐spectrometry (HRMS) and NMR (1H and 13C) spectroscopy. Their photophysical and electrochemical properties were studied by absorption and emission spectroscopy and cyclic voltammetry. Compounds 5 and 6 showed sensitivity towards acid in solution as well as in the solid state. Density functional theory (DFT) studies showed that compound 5 is more planar compared to 6. Frontier molecular orbitals (FMO) analysis suggested that photoinduced electron transfer (PET) from indolo[3,2‐b]carbazole moiety (fluorophore) to the protonated benzimidazole unit results in quenching.
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