The role of chelating diamine ligands in the Goldberg reaction: A kinetic study on the copper-catalyzed amidation of aryl iodides

被引：264

作者：

Strieter, ER

Blackmond, DG

Buchwald, SL

机构：

[1] MIT, Dept Chem, Cambridge, MA 02139 USA

[2] Univ London Imperial Coll Sci Technol & Med, Dept Chem, London SW7 2AZ, England

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2005年 / 127卷 / 12期

关键词：

D O I：

10.1021/ja050120c

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The mechanistic details of the Cu-catalyzed amidation of aryl iodides are presented. The kinetic data suggest that the diamine ligand prevents multiple ligation of the amide. The formation of an amidocuprate species external to the catalytic cycle helped to rationalize the dependence on diamine concentration and the inverse dependence on amide concentration at low diamine concentrations. The intermediacy of a Cu(I) amidate was established through both its chemical and kinetic competency. Copyright © 2005 American Chemical Society.

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页码：4120 / 4121

页数：2

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