volume 64 issue 2 publication number e202414490

Control of Dynamic Chirality in Donor‐Acceptor Fluorophores

Max Coehlo 1
Lucas Frédéric 1, 2
Laurélie Poulard 1
Nawal Ferdi 3
Lilian Estaque 1
Alaric Desmarchelier 1
Gilles Clavier 2
Jean-Pierre Dognon 4
Ludovic Favereau 5
Michel Giorgi 3
Jean-Valère Naubron 3
Grégory Pieters 1
Publication typeJournal Article
Publication date2024-11-06
scimago Q1
wos Q1
SJR5.550
CiteScore27.6
Impact factor16.9
ISSN14337851, 15213773
Abstract

Very 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. In addition to extending the scope of dynamic chirality control to donor‐acceptor fluorophores, this work also highlights the positive effect of the configurationally stable chiral inductor on the magnitude of the dissymmetry factors of the active dynamically chiral fluorophores, both in ground and excited states, through chiral perturbation.

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Coehlo M. et al. Control of Dynamic Chirality in Donor‐Acceptor Fluorophores // Angewandte Chemie - International Edition. 2024. Vol. 64. No. 2. e202414490
GOST all authors (up to 50) Copy
Coehlo M., Frédéric L., Poulard L., Ferdi N., Estaque L., Desmarchelier A., Clavier G., Dognon J., Favereau L., Giorgi M., Naubron J., Pieters G. Control of Dynamic Chirality in Donor‐Acceptor Fluorophores // Angewandte Chemie - International Edition. 2024. Vol. 64. No. 2. e202414490
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RIS Copy
TY - JOUR
DO - 10.1002/anie.202414490
UR - https://onlinelibrary.wiley.com/doi/10.1002/anie.202414490
TI - Control of Dynamic Chirality in Donor‐Acceptor Fluorophores
T2 - Angewandte Chemie - International Edition
AU - Coehlo, Max
AU - Frédéric, Lucas
AU - Poulard, Laurélie
AU - Ferdi, Nawal
AU - Estaque, Lilian
AU - Desmarchelier, Alaric
AU - Clavier, Gilles
AU - Dognon, Jean-Pierre
AU - Favereau, Ludovic
AU - Giorgi, Michel
AU - Naubron, Jean-Valère
AU - Pieters, Grégory
PY - 2024
DA - 2024/11/06
PB - Wiley
IS - 2
VL - 64
PMID - 39286924
SN - 1433-7851
SN - 1521-3773
ER -
BibTex
Cite this
BibTex (up to 50 authors) Copy
@article{2024_Coehlo,
author = {Max Coehlo and Lucas Frédéric and Laurélie Poulard and Nawal Ferdi and Lilian Estaque and Alaric Desmarchelier and Gilles Clavier and Jean-Pierre Dognon and Ludovic Favereau and Michel Giorgi and Jean-Valère Naubron and Grégory Pieters},
title = {Control of Dynamic Chirality in Donor‐Acceptor Fluorophores},
journal = {Angewandte Chemie - International Edition},
year = {2024},
volume = {64},
publisher = {Wiley},
month = {nov},
url = {https://onlinelibrary.wiley.com/doi/10.1002/anie.202414490},
number = {2},
pages = {e202414490},
doi = {10.1002/anie.202414490}
}