Highly selective copper-catalyzed monoarylation of aniline

被引:49
作者
Haider, J
Kunz, K
Scholz, U [1 ]
机构
[1] Bayer Chem AG, Fine Chem Res & Dev, D-51368 Leverkusen, Germany
[2] Bayer Mat Sci AG, Innovat Polymer Intermediates Rubber Chem, D-41538 Dormagen, Germany
[3] Bayer CropSci AG, Res Chem Fungicides, D-40789 Monheim, Germany
关键词
amination; copper; cross-coupling; homogeneous catalysis; ligand effects;
D O I
10.1002/adsc.200404011
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
A series of mono-, bi- and tridendate ligands was investigated in the copper-catalyzed monoarylation of aniline with p-chloronitrobenzene. Excellent selectivities at high conversions were observed when bridged bisimidazolidenes as well as biphenyl-bisalkylphosphines were employed. The Xray crystal structure of bis(tert-butyl)biphenylphosphine-copper complex indicates a significant binding of the metal center to the aryl moiety and, thus, an almost bidendate coordination mode. Chelating bisphosphines, glycol, phenanthroline or other monoto tridendate ligands led to less selective or productive catalysts.
引用
收藏
页码:717 / 722
页数:6
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