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Oxidation of 4-methoxy-1-naphthol on promoted platinum catalysts

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Abstract

Oxidative coupling of naphthols is a useful method for the formation of new carbon-carbon bonds in organic synthesis. In the presence of hydrogen peroxide, platinum supported on activated carbon catalyses this reaction. The outcome is influenced by the solvent, the reaction temperature and the physical structure of the catalyst. The catalyst structure is determined by the synthesis method and the modifier used (Bi or Sb). Within 40 min 4-methoxy-1-naphthol can be converted to 4,4'-dimethoxy-2,2'-binaphthalenyl-1,1'-diol with a yield of up to 94%, or to 4,4'-dimethoxy-2,2'-binaphthalenylidene-1,1'-dione with a yield of 92%. High amounts of quinoid byproducts (≤22%) are observed in nitromethane as the solvent.

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Authors and Affiliations

  1. Department of Chemistry, Tshwane University of Technology, Pretoria, 0001, South Africa

    M. V. Maphoru & J. Heveling

  2. Institute for Nano-Engineering Research, Tshwane University of Technology, Pretoria, 0001, South Africa

    J. Heveling

  3. National Centre for Nano-Structured Materials, Council for Scientific and Industrial Research, Pretoria, 0001, South Africa

    S. Kesavan Pillai

Authors
  1. M. V. Maphoru
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  2. J. Heveling
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  3. S. Kesavan Pillai
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Corresponding author

Correspondence to J. Heveling.

Additional information

Published in Russian in Kinetika i Kataliz, 2017, Vol. 58, No. 4, pp. 465–472.

The article is published in the original.

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Maphoru, M.V., Heveling, J. & Kesavan Pillai, S. Oxidation of 4-methoxy-1-naphthol on promoted platinum catalysts. Kinet Catal 58, 441–447 (2017). https://doi.org/10.1134/S0023158417040103

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  • DOI: https://doi.org/10.1134/S0023158417040103

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