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Gold nanoclusters as colloidal catalysts for oxidation of long chain aliphatic 1,2-diols in alcohol solvents

Abstract

Long chain aliphatic 1,2-diols like 1,2-hexanediol and 1,2-octanediol can be converted to the corresponding α-hydroxy-alkanoates with total chemoselectivity, in an oxidation catalyzed by an aqueous gold sol under O2 atmosphere. The sol is stabilized with poly(vinylalcohol), and the reaction is performed in alcohol solvents. Two methods are proposed for the efficient recycling of the colloidal Au catalyst. Firstly a solvent-resistant membrane filtration can be applied. As the membrane material, poly(dimethylsiloxane) is chosen. Secondly, in appropriate conditions, the reaction proceeds in the liquid biphasic mode, and the aqueous Au sol can be recycled by phase separation. Using either of both approaches, the colloidal stability and catalytic activity can be preserved over several recycles.

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Open Access This is an open access article distributed under the terms of the Creative Commons Attribution Noncommercial License ( https://creativecommons.org/licenses/by-nc/2.0 ), which permits any noncommercial use, distribution, and reproduction in any medium, provided the original author(s) and source are credited.

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Mertens, P.G.N., Vankelecom, I.F.J., Jacobs, P.A. et al. Gold nanoclusters as colloidal catalysts for oxidation of long chain aliphatic 1,2-diols in alcohol solvents. Gold Bull 38, 157–162 (2005). https://doi.org/10.1007/BF03215255

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  • DOI: https://doi.org/10.1007/BF03215255

Keywords

  • 1,2-diol
  • selective oxidation
  • gold nanoparticle
  • colloidal catalyst
  • solvent-resistant membrane filtration
  • biphasic catalysis