Аннотация:An efficient synthetic protocol for the preparation of novel 1,7-difluorinated BODIPYs was elaborated. A set ofnovel dipyrromethanes, which are key intermediates for the target dyes, was prepared by acid-catalyzedcondensation of ethyl 3-aryl-4-fluoro-1H-pyrrole-2-carboxylates with aldehydes in up to quantitative yield.Subsequent oxidation and boron difluoride complexation under microwave irradiation afforded a family of novelcore-fluorinated BODIPYs in up to 92 % yield. Their photophysical properties were studied by UV–visible andfluorescence spectroscopy. In addition, DFT calculations were performed to estimate 2,6-substituents effect. Thisrevealed that the values of the absorption and emission maxima perfectly correlated with the energy gap betweenthe frontier orbitals.