Journal of Organic Chemistry p. 5381 - 5385 (1994)
Update date:2022-08-16
Topics:
Stiles Martin
Nickel(II) complexes 1 and 2 are soluble catalysts for reductive dehalogenation of aromatic bromides and polychlorobenzenes by sodium borohydride at 25-45 deg C in aqueous ethanol, aqueous acetonitrile, or ethanol-acetonitrile.Deuterium incorporation experiments, and rate retardation by added cumene, point to a radical-chain mechanism.Hydrazine can replace borohydride as a source of reducing power.Reactivity toward this reducing system increases with increasing halogen content of the substrate, a finding that parallels prior observations of dechlorination in natural sediments.
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