Oxidative Homocoupling of Aryl, Alkenyl, and Alkynyl Grignard Reagents with TEMPO and Dioxygen

被引:125
作者
Maji, Modhu Sudan [1 ]
Pfeifer, Thorben [2 ]
Studer, Armindo [1 ]
机构
[1] Univ Munster, Inst Organ Chem, NRW Grad Sch Chem, D-48149 Munster, Germany
[2] Univ Munster, Inst Anorgan & Analyt Chem, D-48149 Munster, Germany
关键词
biaryls; C-C coupling; dienes; diynes; nitroxides;
D O I
10.1002/anie.200804197
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
(Formula Presented) Without a transition metal, unsaturated organomagnesium compounds undergo homocoupling in the presence of a substoichiometric amount of the oxidant 2,2,6,6-tertramethylpiperidine-N-oxyl radical (TEMPO) and oxygen. Alkynyl Grignard reagents can even be coupled to give the corresponding diynes with dioxygen in the absence of a catalyst (see scheme). © 2008 Wiley-VCH Verlag GmbH & Co. KGaA.
引用
收藏
页码:9547 / 9550
页数:4
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