Unsymmetric 2,3- and 3,6-Disubstituted BODIPYs: Regioselective Synthesis, Reactivity, and Photophysical Properties
Abstract
A series of 2,3- or 3,6-halogenated BODIPYs were synthesized from readily available 2- or 3-monohalogenated BODIPYs via highly regioselective electrophilic substitution and α-chlorination, affording good yields and broad substrate compatibility. These halogenated BODIPYs serve as versatile platforms for postfunctionalization via Pd-catalyzed Stille and Suzuki couplings, offering access to novel 2,3- or 3,6-disubstituted BODIPY derivatives that were difficult to obtain previously. The compounds exhibit red-shifted absorption and emission, including a near-infrared lipid droplet imaging probe with low cytotoxicity.
Fields of Study & Subjects
Luminescence and Fluorescent Materials
Pickering emulsions and particle stabilization
Covalent Organic Framework Applications
Publication details
- Journal / source
- Organic Letters
- Publisher
- American Chemical Society (ACS)
- Volume
- 28
- Issue
- 25
- Pages
- 8205–8210
- Publication date
- 12 June 2026
- Language
- EN