Title
Tetrafluorobenzo-Fused BODIPY: A Platform for Regioselective Synthesis of BODIPY Dye Derivatives
Document Type
Article
Publication Date
6-15-2018
Abstract
© 2018 American Chemical Society. A novel route for the synthesis of unsymmetrical benzo-fused BODIPYs is reported using 4,5,6,7-tetrafluoroisoindole as a precursor. The reactivity of the 3,5-dibromo tetrafluorobenzo-fused BODIPY was investigated under nucleophilic substitution and Pd(0)-catalyzed cross-coupling reaction conditions. In addition to the 3,5-bromines, one α-fluoro group on the benzo-fused ring can also be functionalized, and an unusual homocoupling with formation of a bisBODIPY was observed. This new class of fluorinated BODIPYs could find various applications in medicine and materials.
Publication Source (Journal or Book title)
Journal of Organic Chemistry
First Page
6498
Last Page
6507
Recommended Citation
Savoldelli, A., Meng, Q., Paolesse, R., Fronczek, F., Smith, K., & Vicente, M. (2018). Tetrafluorobenzo-Fused BODIPY: A Platform for Regioselective Synthesis of BODIPY Dye Derivatives. Journal of Organic Chemistry, 83 (12), 6498-6507. https://doi.org/10.1021/acs.joc.8b00789