Henri-Pierre Jacquot de Rouville, Christophe Gourlaouen, David Bardelang, Nolwenn Le Breton, Jas S. Ward, Laurent Ruhlmann, Jean-Marc Vincent, Damien Jardel, Kari Rissanen, Jean-Louis Clément, Sylvie Choua, Valérie Heitz
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引用次数: 0
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.
期刊介绍:
The flagship journal of the American Chemical Society, known as the Journal of the American Chemical Society (JACS), has been a prestigious publication since its establishment in 1879. It holds a preeminent position in the field of chemistry and related interdisciplinary sciences. JACS is committed to disseminating cutting-edge research papers, covering a wide range of topics, and encompasses approximately 19,000 pages of Articles, Communications, and Perspectives annually. With a weekly publication frequency, JACS plays a vital role in advancing the field of chemistry by providing essential research.