期刊
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
卷 131, 期 14, 页码 5044-+出版社
AMER CHEMICAL SOC
DOI: 10.1021/ja9006657
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资金
- DOE [DE-FG02-05ER15690]
- Division Of Chemistry
- Direct For Mathematical & Physical Scien [0741901] Funding Source: National Science Foundation
Copper-catalyzed aerobic oxidative coupling of arylboronic acid derivatives and heteroatom nucleophiles is a highly useful method for the formation of aryl-heteroatom bonds, Mechanistic studies reveal that this reaction proceeds via an oxidase-style mechanism. Kinetic and spectroscopic studies establish that transmetalation of the aryl group from boron to Cu-II is the turnover-limiting step and reoxidation of the reduced catalyst by O-2 is rapid. Further mechanistic analysis implicates the involvement of an aryl-copper(III) intermediate that undergoes facile C-O bond formation.
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