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Ruthenium Porphyrin-Catalyzed Aerobic Oxidation of Terminal Aryl Alkenes to Aldehydes by a Tandem Epoxidation–Isomerization Pathway

Authors

  • Gaoxi Jiang,

    1. Shanghai-Hong Kong Joint Laboratory in Chemical Synthesis, Shanghai Institute of Organic Chemistry, The Chinese Academy of Sciences, 354 Feng Lin Road, Shanghai 200032 (China)
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  • Jian Chen Dr.,

    1. Shanghai-Hong Kong Joint Laboratory in Chemical Synthesis, Shanghai Institute of Organic Chemistry, The Chinese Academy of Sciences, 354 Feng Lin Road, Shanghai 200032 (China)
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  • Hung-Yat Thu Dr.,

    1. Department of Chemistry and Open Laboratory of Chemical Biology of the Institute of Molecular Technology for Drug Discovery and Synthesis, The University of Hong Kong, Pokfulam Road, Hong Kong, Fax: (+852) 28571586
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  • Jie-Sheng Huang Dr.,

    1. Department of Chemistry and Open Laboratory of Chemical Biology of the Institute of Molecular Technology for Drug Discovery and Synthesis, The University of Hong Kong, Pokfulam Road, Hong Kong, Fax: (+852) 28571586
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  • Nianyong Zhu Dr.,

    1. Department of Chemistry and Open Laboratory of Chemical Biology of the Institute of Molecular Technology for Drug Discovery and Synthesis, The University of Hong Kong, Pokfulam Road, Hong Kong, Fax: (+852) 28571586
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  • Chi-Ming Che Prof. Dr.

    1. Shanghai-Hong Kong Joint Laboratory in Chemical Synthesis, Shanghai Institute of Organic Chemistry, The Chinese Academy of Sciences, 354 Feng Lin Road, Shanghai 200032 (China)
    2. Department of Chemistry and Open Laboratory of Chemical Biology of the Institute of Molecular Technology for Drug Discovery and Synthesis, The University of Hong Kong, Pokfulam Road, Hong Kong, Fax: (+852) 28571586
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  • We are thankful for the financial support of The University of Hong Kong (University Development Fund), the University Grants Council of HKSAR (the Area of Excellence Scheme: AoE 10/01P), the Hong Kong Research Grants Council (HKU7009/06P and CityU 2/06C), and CAS-Croucher Funding Scheme for Joint Laboratory. G.J. and J.C. thank the Croucher Foundation of Hong Kong for a postgraduate studentship.

Abstract

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Die katalytische Oxidation von 1-Alkenen zu Aldehyden über eine Epoxidierung-Isomerisierung gelang mit Luft oder Disauerstoff als stöchiometrischem Oxidationsmittel in Gegenwart sperriger RuIV- oder RuVI-Porphyrin-Katalysatoren. Der wiederverwendbare Katalysator [RuVI(tmttp)O2] erreichte Produktausbeuten von 99 % bei Umsatzzahlen bis 1144. tmttp=1,3,5,7-Tetramethyl-2,4,6,8-tetraterphenylporphyrinato-Dianion.

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