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Functionalization of alkanes by gold nanoparticles stabilized by 1-dodecanethiol in organic media

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Abstract

It was revealed that gold nanoparticles stabilized by a 1-dodecanethiol monolayer oxidize methane in a methylene chloride medium, presumably by the active oxygen species formed at the surface of the nanoparticles during their synthesis, to yield methanol (in stoichiometric amount), ethane, and an unidentified product. The same nanoparticles in a cyclohexene solution catalyze its oxidation by molecular oxygen to produce oxide (11%), alkylhydroperoxide (84%), and allyl ketone (5%). The only product of methane functionalization in toluene is ethylene. The results obtained on the oxidation of hydrocarbons suggest that, in the presence of gold nanoparticles, oxygen forms various active surface species, the structure of which is discussed. It is also demonstrated that gold nanoparticles catalyze multiple H-D exchange of methane with D2 (but not D+), an observation indicative of the activation of C-H bonds by a gold compound in the low oxidation state (Au0 or Au+).

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Authors and Affiliations

  1. Institute of Problems of Chemical Physics, Russian Academy of Sciences, Chernogolovka, Moscow oblast, Russia

    V. S. Kulikova & A. F. Shestakov

Authors
  1. V. S. Kulikova
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  2. A. F. Shestakov
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Original Russian Text © V.S. Kulikova, A.F. Shestakov, 2007, published in Khimicheskaya Fizika, 2007, Vol. 26, No. 8, pp. 90–95.

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Kulikova, V.S., Shestakov, A.F. Functionalization of alkanes by gold nanoparticles stabilized by 1-dodecanethiol in organic media. Russ. J. Phys. Chem. B 1, 507–511 (2007). https://doi.org/10.1134/S1990793107050119

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  • DOI: https://doi.org/10.1134/S1990793107050119

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