Impact of the Arylation of Fused N-bridged BODIPY Dyes in Photophysical Properties

• DOI: 10.1007/s10895-021-02831-z
• Publication Date: 2021-11-03T07:03:44Z
• Authors: Rodrigo Brito de ...; Flavio da Silva E...
• Keywords: 01 natural sciences; 0104 chemical sciences

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 of emission/absorption properties and fluorophores with increased bright. N-bridged arylated 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 π-conjugation. In this manuscript, it is shown an optimized method for the synthesis of N-bridged arylated BODIPYs, including arylated derivatives, and the studies of molecular properties. It is also shown that fluorinated aryl substituted N-bridged arylated 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.