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Nucleophilic Aromatic Substitution (S<sub>N</sub>Ar) as an Approach to Challenging Nitrogen-Bridged BODIPY Oligomers

Long Wang, Cheng Cheng, Zhongyuan Li, Xing Guo, Qinghua Wu, Erhong Hao, Lijuan Jiao

2024Organic Letters19 citationsDOI

Abstract

A series of nitrogen-bridged BODIPY oligomers were synthesized via nucleophilic aromatic substitution (S N Ar) as a convenient approach. Further transformations achieved novel α,α-aryl BODIPY dimers as well as a BODIPY hexamer efficiently. These BODIPY oligomers showed good photophysical properties, such as apparent absorption and emission both in visible and near-infrared regions. Interestingly, the high air and photothermal stability, strong NIR absorption, and high photothermal conversion rates of hexamer B6 suggest potential applications in photothermal therapy.

Topics & Concepts

BODIPYChemistryNucleophilic aromatic substitutionRandom hexamerPhotochemistryNucleophilic substitutionPhotothermal therapyAbsorption (acoustics)NitrogenCombinatorial chemistryFluorescenceOrganic chemistryNanotechnologyCrystallographyMaterials sciencePhysicsQuantum mechanicsComposite materialLuminescence and Fluorescent MaterialsNanoplatforms for cancer theranosticsDendrimers and Hyperbranched Polymers