NMR-detection of Cu(III) intermediates in substitution reactions of alkyl halides with Gilman cuprates

被引：82

作者：

Gaertner, Tobias ^{[1
]}

Henze, Wolfram ^{[1
]}

Gschwind, Ruth M. ^{[1
]}

机构：

[1] Univ Regensburg, Inst Organ Chem, D-93040 Regensburg, Germany

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2007年 / 129卷 / 37期

关键词：

D O I：

10.1021/ja074788y

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The first NMR observation of the long-proposed Cu(III) intermediate in a substitution reaction of methylhalides with organocuprates is presented. One-dimensional H-1 and HMBC spectra give for the first time direct experimental evidence for a square planar coordination of the Cu(III) intermediate in solution. The presence of 4,4-dimethylcyclohexenone increases the detectable amount of the trimethylcyano Cu(III) species significantly, whereas in pure substitution reactions the proposed tetraalkyl Cu(III) species seems to be more stable in diethyl ether.

引用

页码：11362 / +

页数：3

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