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 aqueous Mizoroki-Heck, Sonogashira and Suzuki-Miyaura cross-coupling reactions. The addition of only 4-10 mol% glucose to the reaction mixture lead to a significant increase in yield of the desired products in comparison to processes that omitted the renewable sugar. Interestingly, the Mizoroki-Heck reaction was observed to proceed in good yield even as the reaction reached acidic pH levels. Extensive analysis of the size and morphology of the in situ-formed palladium nanoparticles using advanced analytical techniques showed that the zero valent metal was surrounded by hydrophilic hydroxyl groups. The increased aqueous phase affinity afforded by these groups allowed for facile recycling of the catalyst.

Original languageEnglish
Pages (from-to)16115-16121
Number of pages7
JournalRSC Advances
Volume6
Issue number20
Early online date8 Feb 2016
DOIs
Publication statusPublished - 2016

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Camp, J. E., Dunsford, J. J., Dacosta, O. S. G., Blundell, R. K., Adams, J., Britton, J., ... 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