Water Effect on the Photochemistry of Arylazo Sulfonates
The effect of water on visible-light-driven generation of aryl radicals or aryl cations from colored shelf-stable arylazo sulfonates has been investigated. Photoinduced ionic and radical decomposition of these salts compete, depending on the media used. In organic solvents, light-induced homolysis of the N-S bond occurs, and the resulting aryl radical may be used to some extent for arylation reactions. On the contrary, in neat water, radical chemistry is prevented by an efficient photoheterolysis, and a reactive aryl cation is otherwise generated.
Authors
- Hawraz Ibrahim M. Amin (ORCID: https://orcid.org/0000-0002-0561-4365)
- Maurizio Fagnoni (ORCID: https://orcid.org/0000-0003-0247-7585)
- Stefano Protti (ORCID: https://orcid.org/0000-0002-5313-5692)
- Luca Nicchio (ORCID: https://orcid.org/0000-0002-8467-2589)
- Stefano Genualdo
Institutions
- Centre National de la Recherche Scientifique (FR)
- Institut de Chimie des Substances Naturelles (FR)
- University of Pavia (IT)
- Université Paris-Saclay (FR)
- Salahaddin University-Erbil (IQ)
Publication Details
- Journal
- The Journal of Organic Chemistry
- Published
- 2025-04-30
- DOI
- https://doi.org/10.1021/acs.joc.5c00314
- Citations
- 5
- Primary Topic
- Chemical Reaction Mechanisms
- Type
- article
- Field-Weighted Citation Impact
- 4.68
Funders
- Agence Nationale de la Recherche
- Fondazione Cariplo
- Università degli Studi di Pavia
- Ministero dell'Università e della Ricerca