NICKEL-COMPLEXES AS SOLUBLE CATALYSTS FOR REDUCTIVE DEHALOGENATION OF AROMATIC HALIDES

被引：45

作者：

STILES, M

机构：

[1] Department of Chemistry, University of Kentucky, Lexington

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1994年 / 59卷 / 18期

关键词：

D O I：

10.1021/jo00097a047

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Nickel(II) complexes 1 and 2 are soluble catalysts for reductive dehalogenation of aromatic bromides and polychlorobenzenes by sodium borohydride at 25-45 degrees 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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页码：5381 / 5385

页数：5

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