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 editorsJacquot 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 seriesJournal of the American Chemical Society

ISSN0002-7863

eISSN1520-5126

Publication year2025

Publication date30/12/2024

Volume147

Issue number2

Pages range1823-1830

PublisherAmerican Chemical Society

Publication countryUnited States

Publication languageEnglish

DOIhttps://doi.org/10.1021/jacs.4c13807

Publication open accessNot 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.


Keywordsfree radicalsorganic compoundsthermodynamicsx-ray crystallography

Free keywordsViridium; electron paramagnetic resonance spectroscopy; molecules; redox reactions; solvents; thermodynamics


Contributing organizations


Ministry reportingYes

VIRTA submission year2024

Preliminary JUFO rating3


Last updated on 2025-08-02 at 20:05