Impact of The Arylation of N-Bridged Annulated BODIPY Dyes In Photophysical Properties

Abstract Functionalization of BODIPY dyes is commonly used to modulate photophysical properties. Among the chemical modification of these dyes, ring fusion indifferent faces of dipyrromethene cores is gaining attention in the literature, due to the modulation ofemission/absorption properties and fluorophores with increased bright. N-bridged annulated BODIPYs were recently synthesized and shows intense bright and blu shifted emission. However, few examples of substituted compounds are described and none involving arylation with extention of the p-conjugation. In this manuscript, it is shown an optimized method for the synthesis of N-bridged annulated BODIPYs, including arylated derivatives, and the studies of molecular properties. It is also shown that fluorinated aryl substituted N-bridged annulated BODIPYs show high quantum yields and are red-shifted compared to unsubstituted examples. The work open opportunities for application of the new developed compounds as probes.