Hatay, İmrenSu, BinMendez, Manuel A.Corminboeuf, ClemenceKhoury, TonyGros, Claude P.Bourdillon, MelanieMeyer, MichelBarbe, Jean-MichelErsöz, MustafaZális, StanislavSamec, ZdenekGirault, Hubert H.2020-03-262020-03-262010Hatay, İ., Su, B., Mendez, M. A., Corminboeuf, C., Khoury, T., Gros, C. P., Bourdillon, M., Meyer, M., Barbe, J-M., Ersöz, M., Zális, S., Samec, Z., Girault, H. H., (2010). Oxygen Reduction Catalyzed by a Fluorinated Tetraphenylporphyrin Free Base at Liquid/Liquid Interfaces. Journal of the American Chemical Society, 132(39), 13733-13741. Doi: 10.1021/ja103460p0002-7863https://dx.doi.org/10.1021/ja103460phttps://hdl.handle.net/20.500.12395/25143The diprotonated form of a fluorinated free base porphyrin, namely 5-(p-aminophenyl)-10,15,20-tris(pentafluorophenyl)porphyrin (H(2)FAP), can catalyze the reduction of oxygen by a weak electron donor, namely ferrocene (Fc). At a water/1,2-dichloroethane interface, the interfacial formation of H(4)FAP(2+) is observed by UV-vis spectroscopy and ion-transfer voltammetry, due to the double protonation of H(2)FAP at the imino nitrogen atoms in the tetrapyrrole ring. H(4)FAP(2+) is shown to bind oxygen, and the complex in the organic phase can easily be reduced by Fc to produce hydrogen peroxide as studied by two-phase reactions with the Galvani potential difference between the two phases being controlled by the partition of a common ion. Spectrophotometric measurements performed in 1,2-dichloroethane solutions clearly evidence that reduction of oxygen by Fc catalyzed by H(4)FAP(2+) only occurs in the presence of the tetrakis(pentafluorophenyl)borate (TB(-)) counteranion in the organic phase. Finally, ab initio computations support the catalytic activation of H(4)FAP(2+) on oxygen.en10.1021/ja103460pinfo:eu-repo/semantics/openAccessArticle13239137331374120828124Q1WOS:000282864100044Q1