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Photosensitized One-Electron Oxidation of Water Using Fluorinated P-Terphenyls

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Fluorination of p-terphenyl induced stepwise hypsochromic shift of its absorption, excitation and fluorescence spectrum and positive shift of electrochemical redox potentials. Fluorinated p-terphenyls worked as the photosensitizers under UV-irradiation in the presence of oxygen for one-electron oxidation of water to hydroxyl radicals scavenged by benzene to give phenol and by 5,5-dimethyl-1-pyrroline N-oxide to give its radical adduct probed by EPR measurements. The photosensitization activity was increased as increasing the number of fluorination ofp-terphenyl. Ab initio molecular orbital calculations indicated that polyfluorinated photosensitizers had the attractive intermolecular interactions with benzene and water molecule.

Affiliations: 1: Material and Life Science, Graduate School of Engineering, Osaka University, Suita, Osaka 565-0871, JAPAN


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