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Improvement of Gold-Catalyzed Oxidation of Free Carbohydrates to Corresponding Aldonates Using Microwaves

Abstract : An efficient microwave-assisted methodology for the oxidation of free carbohydrates to corresponding aldonates is described. Supported gold catalyst, hydrogen peroxide, and a mineral base were used to perform the oxidation reaction in water under microwave irradiation. These conditions combined with Au/Al2O3 catalyst allowed to reach in 10 min a quantitative conversion of glucose. The catalyst was highly selective and reusable, and only 0.004 mol % of gold compared to sugar was used. The reaction was performed using a variety of substrates (mono- or oligosaccharides, neutral or acidic sugars), and good to excellent conversion yields and selectivity to corresponding aldonates were obtained. After filtration and freeze-drying, sodium or potassium aldonates were obtained without any purification. Thanks to very high turnover frequencies (up to 438 000 h(-1)), this methodology significantly improves the previously described methods for the gold-catalyzed oxidation of carbohydrates.
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https://hal-u-picardie.archives-ouvertes.fr/hal-03611508
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Soumis le : jeudi 17 mars 2022 - 11:02:48
Dernière modification le : vendredi 18 mars 2022 - 03:36:37

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Mehdi Omri, Gwladys Pourceau, Matthieu Becuwe, Anne Wadouachi. Improvement of Gold-Catalyzed Oxidation of Free Carbohydrates to Corresponding Aldonates Using Microwaves. ACS Sustainable Chemistry & Engineering, 2016, 4 (4), pp.2432-2438. ⟨10.1021/acssuschemeng.6b00263⟩. ⟨hal-03611508⟩

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