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

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 physi...

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Bibliographic Details
Published in:Kinetics and catalysis Vol. 58; no. 4; pp. 441 - 447
Main Authors: Maphoru, M. V., Heveling, J., Kesavan Pillai, S.
Format: Journal Article
Language:English
Published: Moscow Pleiades Publishing 2017
Springer Nature B.V
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Summary: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.
ISSN:0023-1584
1608-3210
DOI:10.1134/S0023158417040103