Recyclable glucose-derived palladium(0) nanoparticles as in situ-formed catalysts for cross-coupling reactions in aqueous media.

Jason E. Camp, Jay J. Dunsford, Oliver S. G. Dacosta, Rebecca K. Blundell, James Adams, Joshua Britton, Robert J. Smith, Thomas W. Bousfield, Michael W. Fay

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16 Citations (Scopus)

Abstract

In situ-generated, glucose-derived palladium(0) nanoparticles were shown to be convenient and effective catalysts for aq. Mizoroki-Heck, Sonogashira and Suzuki-Miyaura cross-coupling reactions. The addn. of only 4-10 mol% glucose to the reaction mixt. lead to a significant increase in yield of the desired products in comparison to processes that omitted the renewable sugar. The Mizoroki-Heck reaction was obsd. to proceed in good yield even as the reaction reached acidic pH levels. Extensive anal. of the size and morphol. of the in situ-formed palladium nanoparticles using advanced anal. techniques showed that the zero valent metal was surrounded by hydrophilic hydroxyl groups. The increased aq. phase affinity afforded by these groups allowed for facile recycling of the catalyst. [on SciFinder(R)]
Original languageEnglish
Pages (from-to)16115-16121
Number of pages7
JournalRSC Advances
Volume6
Issue number20
Early online date8 Feb 2016
DOIs
Publication statusPublished - 2016

Keywords

  • biaryl prepn green
  • dialkyl acetylene prepn green
  • styrene prepn green diastereoselective
  • aryl iodide alkene Mizoroki Heck coupling glucose palladium nanocatalyst
  • phenyl acetylene aryl iodide Sonogashira coupling glucose palladium nanocatalyst
  • boronic acid aryl iodide Suzuki coupling glucose palladium nanocatalyst

Cite this

Camp, J. E., Dunsford, J. J., Dacosta, O. S. G., Blundell, R. K., Adams, J., Britton, J., Smith, R. J., Bousfield, T. W., & Fay, M. W. (2016). Recyclable glucose-derived palladium(0) nanoparticles as in situ-formed catalysts for cross-coupling reactions in aqueous media. RSC Advances, 6(20), 16115-16121. https://doi.org/10.1039/C5RA25712C