Managing nucleophilic addition reactions to tune the physical properties of 2-substituted pentamethylBODIPY derivatives

The synthesis and characterization of a family of 2-substituted BODIPY dyes are reported herein. The dyes have been prepared using nucleophilic addition reactions (Wittig reactions, imine, Knoevenagel & aldol condensations) which are typically more challenging for BODIPY ring systems. Structure-property relationships have also been delineated by evaluating the physicochemical properties including; absorption & emission spectroscopy, electrochemical studies (CV, DPV) and theoretical calculations (TD-DFT).