Control of Dynamic Chirality in Donor‐Acceptor Fluorophores
Recently, the control of dynamic chirality has emerged as a powerful strategy to design chiral functional materials. In this context, we describe herein a molecular design in which a tethered configurationally stable binaphthyl chiral unit efficiently controls the dynamic chirality of donor-acceptor fluorophores, involving diverse indolocarbazoles as electron donors and terephthalonitrile as an electron acceptor. The high conformational discrimination in such a molecular system suggested by density functional theory calculations is experimentally probed using electronic and vibrational circular dichroism and confirmed by the crystallization of these chiral molecules in gel and their single crystal X-ray diffraction analysis. This work also highlights the positive effect of the configurationally stable chiral unit on the magnitude of the dissymmetry factors of the active dynamically chiral fluorophores, both in ground and excited states, through chiral perturbation.
Authors
- Lucas Frédéric (ORCID: https://orcid.org/0000-0002-4700-2279)
- Alaric Desmarchelier
- Grégory Pieters (ORCID: https://orcid.org/0000-0002-3924-8287)
- Max Coehlo (ORCID: https://orcid.org/0000-0002-3130-2293)
- Jean‐Pierre Dognon (ORCID: https://orcid.org/0000-0002-5081-2926)
- Michel Giorgi (ORCID: https://orcid.org/0000-0002-4367-1985)
- Gilles Clavier (ORCID: https://orcid.org/0000-0001-7175-7236)
- Jean‐Valère Naubron (ORCID: https://orcid.org/0000-0002-8523-4476)
- Laurélie Poulard
- Ludovic Favereau (ORCID: https://orcid.org/0000-0001-7847-2911)
- Nawal Ferdi (ORCID: https://orcid.org/0000-0002-5875-3246)
- Lilian Estaque
Institutions
- Centre National de la Recherche Scientifique (FR)
- Aix-Marseille Université (FR)
- Commissariat à l'Énergie Atomique et aux Énergies Alternatives (FR)
- Université Paris-Saclay (FR)
- Institut National de Recherche pour l'Agriculture, l'Alimentation et l'Environnement (FR)
- Institut Rayonnement-Matière de Saclay (FR)
- Technologies pour la Santé (FR)
- CEA Paris-Saclay (FR)
- Centrale Méditerranée (FR)
- Université de Rennes (FR)
Publication Details
- Journal
- Angewandte Chemie International Edition
- Published
- 2024-09-17
- DOI
- https://doi.org/10.1002/anie.202414490
- Citations
- 4
- Primary Topic
- Luminescence and Fluorescent Materials
- Type
- article
- Field-Weighted Citation Impact
- 0.47
Funders
- Agence Nationale de la Recherche
- Ministère de l'Education Nationale, de l'Enseignement Supérieur et de la Recherche