Abstract
A series of difluoroborate fluorescent dyes exhibiting intramolecular charge transfer were synthesized and their properties studied using both experimental and computational approaches. The main skeleton of the dyes was decorated with side hydrocarbon moieties of increasing size. The size of the polyaromatic hydrocarbon tunes the photophysical properties of the emitter and, in particular, its fluorescence quantum yield, although the rotation around the single bond connecting the hydrocarbon to the chromophore limits the conjugation between two parts of molecules. Interestingly, corannulene, which is often considered as a moiety lowering the emission brightness due to its dynamic inversion, exhibits the largest fluorescence quantum yield of the series. In parallel, this work shows that weak H/F or H/H intramolecular repulsions impact the properties of BF2-carrying fluorophores.
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