Publication Date
10-19-2023
Document Type
Article
Publication Title
Organic Chemistry Frontiers
Volume
10
Issue
23
DOI
10.1039/d3qo01561k
First Page
5834
Last Page
5842
Abstract
We report a workable and easy approach for the direct post-multifunctionalization of common BODIPYs (F-BODIPYs) with minimal interference to the starting photophysical behavior. It entails the easy transformation of an F-BODIPY into the corresponding N-BODIPY by using a dissimilarly-N,N′-disubstituted bis(sulfonamide), which is easily obtained from ethane-1,2-diamine. This approach is exemplified by the rapid synthesis of a selected battery of unprecedented dissimilar-at-boron N-BODIPYs, which are rationally designed to act as efficient multichromophoric arrays for light harvesting by excitation energy transfer, as specific bioprobes for fluorescent imaging, or as efficient chiroptical dyes exhibiting visible circular dichroism and circularly polarized luminescence. Noticeably, this approach has led to the synthesis of the first CPL-bright chiral-at-boron BODIPYs, a significant novelty in BODIPY chemistry and CPL emitters.
Funding Number
CD15/00190
Funding Sponsor
Comunidad de Madrid
Creative Commons License
This work is licensed under a Creative Commons Attribution-Noncommercial 4.0 License
Department
Chemistry
Recommended Citation
César Ray, Edurne Avellanal-Zaballa, Mónica Muñoz-Úbeda, Jessica Colligan, Florencio Moreno, Gilles Muller, Iván López-Montero, Jorge Bañuelos, Beatriz L. Maroto, and Santiago de la Moya. "Dissimilar-at-boron N-BODIPYs: from light-harvesting multichromophoric arrays to CPL-bright chiral-at-boron BODIPYs" Organic Chemistry Frontiers (2023): 5834-5842. https://doi.org/10.1039/d3qo01561k
