A1 Journal article (refereed)
Viridium : A Stable Radical and Its π-Dimerization (2025)
Jacquot de Rouville, H.-P., Gourlaouen, C., Bardelang, D., Le Breton, N., Ward, J. S., Ruhlmann, L., Vincent, J.-M., Jardel, D., Rissanen, K., Clément, J.-L., Choua, S., & Heitz, V. (2025). Viridium : A Stable Radical and Its π-Dimerization. Journal of the American Chemical Society, 147(2), 1823-1830. https://doi.org/10.1021/jacs.4c13807
JYU authors or editors
Publication details
All authors or editors: Jacquot de Rouville, Henri-Pierre; Gourlaouen, Christophe; Bardelang, David; Le Breton, Nolwenn; Ward, Jas S.; Ruhlmann, Laurent; Vincent, Jean-Marc; Jardel, Damien; Rissanen, Kari; Clément, Jean-Louis; et al.
Journal or series: Journal of the American Chemical Society
ISSN: 0002-7863
eISSN: 1520-5126
Publication year: 2025
Publication date: 30/12/2024
Volume: 147
Issue number: 2
Pages range: 1823-1830
Publisher: American Chemical Society
Publication country: United States
Publication language: English
DOI: https://doi.org/10.1021/jacs.4c13807
Publication open access: Not open
Publication channel open access:
Publication is parallel published (JYX): https://jyx.jyu.fi/handle/123456789/99851
Abstract
The discovery of a stable organic radical formed under mild, clean, and efficient light-mediated conditions is reported. The structure of the stable acridinium-based radical photoproduct was unambiguously established by single-crystal X-ray diffraction, mass spectrometry, and in solution by EPR, UV/vis, and NMR spectroscopies. The photochemical mechanism of its formation has been elucidated by photophysical experiments coupled with EPR experiments and theoretical investigations. This unique aromatic radical is featured by amphoteric redox behavior and π-dimerization properties. Its ability to π-dimerize has been demonstrated in water and in the less studied perfluorohexane, two solvents of opposite polarity. By a simple counterion exchange, direct comparison of π-dimer thermodynamics between both antagonist solvents allowed an elucidation of the solvophobic behavior in perfluorocarbon.
Keywords: free radicals; organic compounds; thermodynamics; x-ray crystallography
Free keywords: Viridium; electron paramagnetic resonance spectroscopy; molecules; redox reactions; solvents; thermodynamics
Contributing organizations
Ministry reporting: Yes
VIRTA submission year: 2024
Preliminary JUFO rating: 3