Abstract
A comprehensive evaluation of 2,6,8-triphenyl-BODIPY-3,5-dicarboxylates was carried out to reveal the effect of substitution at 1,7-positions on properties of this structural type of BODIPY. For this purpose, a series of different 1,7-substituted ethyl 2,6,8-triphenyl-BODIPY-3,5-dicarboxylates (unsubstituted 3a, difluoro- 3b, dimethyl- 3c and dichloro- 3d) was synthesized. The resulting BODIPYs were characterized by UV–visible and fluorescence spectroscopies, cyclic voltammetry and DFT calculations. In addition, their ability to generate singlet oxygen and photostability were evaluated. The data from this investigation are summarized, compared, analyzed and discussed herein. It was found that 1,7- dimethyl derivative 3c is the most promising photosensitizer for further application in the context of balance between photophysical properties and photostability.
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