Synthesis of an Ultra-Bright Rotaxane with Threaded BODIPY Stoppers
A boron-assembled rotaxane featuring two novel stoppers consisting of threaded BODIPYs was synthesized. Its precursor, containing three boron atoms, is nonfluorescent. To break the covalent bonds between the macrocycle and the axle, the selective removal of one of the three boron atoms was achieved using potassium hydroxide. This deborylation triggers the system's fluorescence, resulting in a highly fluorescent rotaxane with a fluorescence quantum yield of 64%. Combined with a high absorption coefficient, this rotaxane exhibits a high brightness of 1.24 × 10<sup>5</sup> mol<sup>-1</sup>·L·cm<sup>-1</sup>.
Authors
- Fabienne Berrée (ORCID: https://orcid.org/0000-0003-1811-0585)
- Yann R. Leroux (ORCID: https://orcid.org/0000-0002-4737-9922)
- Yann Trolez (ORCID: https://orcid.org/0000-0002-5421-9556)
- Olivier Mongin (ORCID: https://orcid.org/0000-0002-7743-9623)
- Matthieu Hicguet (ORCID: https://orcid.org/0000-0003-0765-7868)
Institutions
- Centre National de la Recherche Scientifique (FR)
- Institut des Sciences Chimiques de Rennes (FR)
- École Nationale Supérieure de Chimie de Rennes (FR)
- Université de Rennes (FR)
Publication Details
- Journal
- Organic Letters
- Published
- 2025-10-25
- DOI
- https://doi.org/10.1021/acs.orglett.5c03492
- Citations
- 1
- Primary Topic
- Luminescence and Fluorescent Materials
- Type
- article
- Field-Weighted Citation Impact
- 0.52