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Tungstic Acid: A Simple and Effective Solid Catalyst in Terpene Alcohol Oxidation Reactions with Hydrogen Peroxide

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Abstract

In this work, we report for the first time, the tungstic acid-catalyzed oxidation of terpene alcohols with hydrogen peroxide. This simple, solid, and commercially available catalyst efficiently promoted the conversion of borneol, geraniol and nerol to camphor and epoxide products, respectively. Effects of main reaction parameters, such as catalyst load, the molar ratio of oxidant to the substrate, time, and reaction temperature were investigated. Conversions and selectivity greater than 90% were achieved using 1.0 mol % of H2WO4 after 2 h of reaction at 90 °C. The activation energy was equal to 66 kJmol−1. We propose a reaction mechanism based on the experimental results. This solid catalyst was easily recovered and reused without loss of activity. As far as we know, it is the first time that tungstic acid was used as the catalyst in the oxidation reactions of terpene alcohols.

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Acknowledgements

The authors are grateful for the financial support from (CNPq and FAPEMIG (Brazil). This study was financed in part by the Coordenação de Aperfeiçoamento de Pessoal de Nível Superior—Brasil (CAPES)—Finance Code 001.

Funding

This study was supported by Coordenação de Aperfeiçoamento de Pessoal de Nível Superior, 001.

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Authors and Affiliations

  1. Chemistry Department, Federal University of Viçosa, Campus Universitário, Avenue P.H. Rolfs, S/N, Viçosa, Minas Gerais, 36570-000, Brazil

    Márcio José da Silva & Pedro Henrique da Silva Andrade

Authors
  1. Márcio José da Silva
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  2. Pedro Henrique da Silva Andrade
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M.J. da Silva wrote the manuscript and P.H. da Silva Andrade was responsible by experimental procedures

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Correspondence to Márcio José da Silva.

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da Silva, M.J., da Silva Andrade, P.H. Tungstic Acid: A Simple and Effective Solid Catalyst in Terpene Alcohol Oxidation Reactions with Hydrogen Peroxide. Catal Surv Asia 27, 155–164 (2023). https://doi.org/10.1007/s10563-023-09387-x

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  • DOI: https://doi.org/10.1007/s10563-023-09387-x

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