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Aerobic oxidation of substituted phenols catalysed by metal acetylacetonates in the presence of 3-methylbutanal
Institution:1. Centro di Studi CNR sulle Metodologie Innovative in Sintesi Organiche M.I.S.O. and Istituto di Chimica del Politecnico di Bari, Via E.Orabona, 4 I-70125 Bari, Italy;2. Dipartimento di Ingegneria e Fisica dell’Ambiente, Università della Basilicata, C.da Macchia Romana, 80100 Potenza, Italy;1. Department of Chemistry, National Taiwan University, Taipei 106, Taiwan;2. Research Division, National Synchrotron Radiation Research Center, Hsinchu 300, Taiwan;1. Department of Chemistry, University of the Free State, Bloemfontein, 9300, South Africa;2. Department of Chemistry, University of Johannesburg, Auckland Park, Johannesburg, 2006, South Africa;1. Institute of Chemical Engineering Polish Academy of Sciences, Bałtycka 5, 44-100, Gliwice, Poland;2. Department of Chemical Engineering and Process Design, Faculty of Chemistry, Silesian University of Technology, 44-100, Gliwice, ks. M. Strzody 7, Poland;1. CNISM Unit, Department of Physics and Astronomy, University of Padua and Istituto Nazionale Fisica Nucleare, sez. Padova via F-Marzolo 8, I-35131 Padua, Italy;2. Istituto Nazionale Fisica Nucleare, sez. Padova and Department of Physics and Astronomy, University of Padua, via F-Marzolo 8, I-35131 Padua, Italy;3. Department of Physics and Astronomy, University of Padua and Istituto Nazionale Fisica Nucleare, sez. Padova via F-Marzolo 8, I-35131 Padua, Italy
Abstract:The aerobic oxidation of substituted phenols with the catalytic system M(acac)n/3-methylbutanal/O2 has been investigated. Co(acac)2 and Mn(acac)3 promoted the transformation of 2,6-dimethylphenol and 2,6-di-t-butylphenol into their corresponding diphenoquinones and benzoquinones. In the oxidation of 2,3,6-trimethylphenol, the same catalysts yielded 32–34% of the relevant biphenol. Cu(acac)2 converted 2-naphthol into 1,1′-bi-2-naphthol with 84% yield. Supported Co(II) and Cu(II) complexes have also been used as heterogeneous catalysts for the oxidation of 2,6-di-t-butylphenol and 2-naphthol, respectively.
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