Photophysical properties of furan-bridged dimeric boron-dipyrromethene derivatives (BODIPYs)

Abstract

In order to investigate the changes in the spectroscopic properties of dimeric boron-dipyrromethenes (BODIPYs), four BODIPY derivatives are synthesized, including a monomer BODIPY in which a furyl group is substituted at the meso position and a dimer BODIPY with a furan group as a bridge. The four synthesized BODIPY derivatives are characterized through nuclear magnetic resonance and mass spectrometry. Photophysical properties such as ultraviolet–visible absorbance and the fluorescence emission of monomers (mT1 and mT2) and dimers (biT1 and biT2) are studied in eight different solvents. In addition, the relationship of their structural properties and optical properties are also considered through density functional theory calculations. The covalent link between the two BODIPY units using a furan group has a profound effect on the optical properties of the dimeric BODIPYs. We believe that an understanding of the synthesis and physical properties of dimeric BODIPYs will have a promising perspective in designing new BODIPY derivatives and predicting their spectroscopic characteristics in the future.