title: Kumada-Grignard-type biaryl couplings on water.
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.
authors.affiliation: Department of Chemistry and Biochemistry, University of California, Santa Barbara, California 93106, USA.
authors.forename: Anish
authors.initials: A
authors.lastname: Bhattacharjya
authors.affiliation: Department of Chemistry and Biochemistry, University of California, Santa Barbara, California 93106, USA.
authors.forename: Piyatida
authors.initials: P
authors.lastname: Klumphu
authors.affiliation: Department of Chemistry and Biochemistry, University of California, Santa Barbara, California 93106, USA.
authors.forename: Bruce H
authors.initials: BH
authors.lastname: Lipshutz
mesh_terms: D002384:Catalysis; D006842:Hydrocarbons, Brominated / Q000737:chemistry*; D006844:Hydrocarbons, Cyclic / Q000737:chemistry*; D006847:Hydrocarbons, Iodinated / Q000737:chemistry*; D008274:Magnesium / Q000737:chemistry*; D010165:Palladium / Q000737:chemistry*; D014867:Water / Q000737:chemistry
chemical_list: D006842:Hydrocarbons, Brominated; D006844:Hydrocarbons, Cyclic; D006847:Hydrocarbons, Iodinated; D014867:Water; D010165:Palladium; D008274:Magnesium