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SCIENTIFIC HIGHLIGHTS

Carborane‐BODIPY Dyads: New Photoluminescent Materials through an Efficient Heck Coupling
09 November 2018

https://doi.org/10.1002/chem.201802901

A small library of carborane‐BODIPY/aza‐BODIPY dyads were efficiently synthesized by means of a novel convergent synthetic approach, the key step of which is a Pd‐catalyzed Heck coupling reaction. The structural characterization and photoluminescence properties of the newly synthesized dyads were evaluated. The presence of the carborane did not significantly alter the photophysical patterns of the BODIPY or aza‐BODIPY in the final fluorophores, but it produced a decrease of the emission fluorescent quantum yields that was in the range from 1.4 % for aza‐BODIPY to 48 % for BODIPY‐dyads. The carborane‐BODIPY dyads were successfully incorporated into cells, especially compounds 24 and 13, demonstrating their cytoplasmic localization. The fluorescent and biocompatibility properties make these compounds good candidates for in vitro cell tracking.

 

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Carborane‐BODIPY Dyads: New Photoluminescent Materials through an Efficient Heck Coupling