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Kumada–Grignard-type biaryl couplings on water

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  • Anish Bhattacharjya

    (University of California)

  • Piyatida Klumphu

    (University of California)

  • Bruce H. Lipshutz

    (University of California)

Abstract

Well-established, traditional Kumada cross-couplings involve preformed Grignard reagents in dry ethereal solvent that typically react, e.g., with aryl halides via Pd catalysis to afford products of net substitution. Therefore, in the work described, which appears to be counterintuitive, exposure of these same aromatic halides to catalytic amounts of Pd(II) and excess magnesium metal in pure water leads to symmetrical/unsymmetrical biaryls, indicative of a net Kumada-like biaryl coupling. Evidence is presented suggesting that Grignard reagents, formed in situ in water, may be involved.

Suggested Citation

  • Anish Bhattacharjya & Piyatida Klumphu & Bruce H. Lipshutz, 2015. "Kumada–Grignard-type biaryl couplings on water," Nature Communications, Nature, vol. 6(1), pages 1-6, November.
    • Handle: RePEc:nat:natcom:v:6:y:2015:i:1:d:10.1038_ncomms8401
    DOI: 10.1038/ncomms8401
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