Carbenes Made Easy: Formation of Unsymmetrically Substituted N-Heterocyclic Carbene Complexes of Palladium(II), Platinum(II) and Gold(I) from Coordinated Isonitriles and their Catalytic Activity

被引:161
作者
Hashmi, A. Stephen K. [1 ]
Lothschuetz, Christian [1 ]
Boehling, Constantin [1 ]
Hengst, Tobias [1 ]
Hubbert, Christoph [1 ]
Rominger, Frank [1 ]
机构
[1] Heidelberg Univ, Inst Organ Chem, Neuenheimer Feld 270, D-69120 Heidelberg, Germany
关键词
amines; carbene ligands; gold; heterocycles; isonitriles; palladium; PROMOTED CYCLIZATION REACTIONS; CROSS-COUPLING REACTIONS; HINDERED ARYL CHLORIDES; X-RAY-STRUCTURE; SUZUKI-MIYAURA; ROOM-TEMPERATURE; ISOCYANIDE LIGANDS; NHC; HYDROAMINATION; ALLENES;
D O I
10.1002/adsc.201000472
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
From palladium(II) or platinum(II) bis(isonitrile) complexes and from gold(I) isonitrile complexes, both easily available from simple precursors, the corresponding mono-N-heterocyclic carbene (NHC) complexes could be obtained selectively in good yields under very mild conditions. The reagents are simple beta-chloroammonium salts in the presence of a weak base. Unsymmetric NHC complexes are accessible. Thus over only two steps from simple metal precursors a broad variety of NHC complexes is available, the method is ideal to quickly assemble catalyst libraries. The palladium complexes are active pre-catalysts in Suzuki cross-coupling even with the additional isonitrile ligand on palladium.
引用
收藏
页码:3001 / 3012
页数:12
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