3182-12-5Relevant academic research and scientific papers
Catalytic antioxidant activity of bis-aniline-derived diselenides as GPx mimics
Barbosa, Flavio A. R.,Bettanin, Luana,Botteselle, Giancarlo V.,Braga, Antonio L.,Canto, R?mulo F. S.,Ciancaleoni, Gianluca,Domingos, Josiel B.,Elias, Welman C.,Gallardo, Hugo,Rafique, Jamal,Saba, Sumbal,Salin, Drielly N. O.
supporting information, (2021/08/06)
Herein, we describe a simple and efficient route to access aniline-derived diselenides and evaluate their antioxidant/GPx-mimetic properties. The diselenides were obtained in good yields via ipso-substitution/reduction from the readily available 2-nitroaromatic halides (Cl, Br, I). These diselenides present GPx-mimetic properties, showing better antioxidant activity than the standard GPx-mimetic compounds, ebselen and diphenyl diselenide. DFT analysis demonstrated that the electronic properties of the substituents determine the charge delocalization and the partial charge on selenium, which correlate with the catalytic performances. The amino group concurs in the stabilization of the selenolate intermediate through a hydrogen bond with the selenium.
Catalytic oxidative domino degradation of alkyl phenols towards 2- and 3-substituted muconolactones
Giurg, Miroslaw,Kowal, Ewa,Muchalski, Hubert,Syper, Ludwik,Mlochowski, Jacek
experimental part, p. 251 - 266 (2009/04/07)
The catalytic oxidative domino degradation of phenols was investigated. Hydrogen peroxide (30% aq.) was used as an oxidant and 2,2′-dinitro-4, 4′-ditrifluoromethyldiphenyl diselenide 4e as a catalyst. The products were muconic acid 5, and muconolactones muconolactones - 5-carboxymethylfuran- 2(5H)-ones 7 and 9. Phenols with alkyl groups at 2 or 4 positions of the benzene ring were converted regioselectively to corresponding muconolactones substituted at alkenylene ring carbon atoms. The reaction mechanism is proposed. Copyright Taylor & Francis Group, LLC.
