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

Authors

  • A. Stephen K. Hashmi,

    Corresponding author
    1. Organisch-Chemisches Institut, Ruprecht-Karls-Universität Heidelberg, Im Neuenheimer Feld 270, 69120 Heidelberg, Germany, Fax: (+49)-6221-54-4205
    • Organisch-Chemisches Institut, Ruprecht-Karls-Universität Heidelberg, Im Neuenheimer Feld 270, 69120 Heidelberg, Germany, Fax: (+49)-6221-54-4205
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  • Christian Lothschütz,

    1. Organisch-Chemisches Institut, Ruprecht-Karls-Universität Heidelberg, Im Neuenheimer Feld 270, 69120 Heidelberg, Germany, Fax: (+49)-6221-54-4205
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  • Constantin Böhling,

    1. Organisch-Chemisches Institut, Ruprecht-Karls-Universität Heidelberg, Im Neuenheimer Feld 270, 69120 Heidelberg, Germany, Fax: (+49)-6221-54-4205
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  • Tobias Hengst,

    1. Organisch-Chemisches Institut, Ruprecht-Karls-Universität Heidelberg, Im Neuenheimer Feld 270, 69120 Heidelberg, Germany, Fax: (+49)-6221-54-4205
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  • Christoph Hubbert,

    1. Organisch-Chemisches Institut, Ruprecht-Karls-Universität Heidelberg, Im Neuenheimer Feld 270, 69120 Heidelberg, Germany, Fax: (+49)-6221-54-4205
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  • Frank Rominger

    1. Organisch-Chemisches Institut, Ruprecht-Karls-Universität Heidelberg, Im Neuenheimer Feld 270, 69120 Heidelberg, Germany, Fax: (+49)-6221-54-4205
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Abstract

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 β-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.

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