Progress in the palladium-catalyzed cyanation of aryl chlorides

被引:180
作者
Sundermeier, M
Zapf, A
Mutyala, S
Baumann, W
Sans, J
Weiss, S
Beller, M
机构
[1] Univ Rostock, Inst Organ Katalyseforsch, D-18055 Rostock, Germany
[2] Degussa Ag, Werk Trostberg, D-83303 Trostberg, Germany
关键词
arylchlorides; benzonitriles; cyanation; homogeneous catalysis; palladium;
D O I
10.1002/chem.200390210
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The development of new palladium catalysts for the cyanation of various aryl and heteroaryl chlorides is described. The combination of amine co-catalysts with chelating phosphine ligands, for example, 1,4-bis(diphenylphosphino)butane (dppb) or 1,5-bis(diphenylphosphino)pentane (dpppe), allows an efficient cyanation of chloroarenes with simple potassium cyanide. General palladium-catalyzed cyanation of nonactivated and deactivated chloroarenes is possible for the first time. Studies of the oxidative addition of aryl halides to palladium triphenylphosphine complexes in the presence and absence of amines suggest that the co-catalyst is capable of preventing catalyst deactivation caused by the presence of excess cyanide ions in solution.
引用
收藏
页码:1828 / 1836
页数:9
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