Tethered Enantiopure Boramidines for Advanced Chiroptical Studies
Boramidines are promising chromophores capable of circularly polarized luminescence (CPL). The synthesis, characterization, and photophysical analysis of novel BINOL- and H8-BINOL-tethered boramidines 1 and 2 are reported, leveraging the chiral perturbation strategy for CPL material design. These enantiopure compounds, prepared in a concise three-step synthesis, exhibit high fluorescence quantum yields ϕ (up to 95% in N₂-saturated solutions) and luminescence dissymmetry factors (|g<sub>lum</sub>| ∼ 10<sup>-</sup> <sup>3</sup>). Transient absorption spectroscopy and quantum-chemical calculations provide insight into their singlet-triplet spin-orbit coupling and intersystem crossing mechanisms.
Authors
- Estefanía Sucre‐Rosales (ORCID: https://orcid.org/0000-0002-5486-4264)
- Nidal Saleh (ORCID: https://orcid.org/0000-0001-9025-4095)
- Francesco Zinna (ORCID: https://orcid.org/0000-0002-6331-6219)
- Eric Vauthey (ORCID: https://orcid.org/0000-0002-9580-9683)
- Valerio Zullo (ORCID: https://orcid.org/0000-0001-7239-115X)
- Jérôme Lacour (ORCID: https://orcid.org/0000-0001-6247-8059)
- Céline Besnard (ORCID: https://orcid.org/0000-0001-5699-9675)
- Gennaro Pescitelli (ORCID: https://orcid.org/0000-0002-0869-5076)
- Lorenzo Arrico (ORCID: https://orcid.org/0000-0002-3563-894X)
Institutions
- University of Pisa (IT)
- University of Geneva (CH)
- NCCR Chemical Biology - Visualisation and Control of Biological Processes Using Chemistry (CH)
Publication Details
- Journal
- Chemistry - A European Journal
- Published
- 2025-03-19
- DOI
- https://doi.org/10.1002/chem.202500490
- Citations
- 5
- Primary Topic
- Synthesis and Properties of Aromatic Compounds
- Type
- article
- Field-Weighted Citation Impact
- 4.68
Funders
- National Science Foundation
- Schweizerischer Nationalfonds zur Förderung der Wissenschaftlichen Forschung
- Université de Genève
- Università di Pisa