A Simple Building‐Block Route to (Phosphanyl‐carbene)palladium Complexes via Intermolecular Addition of Functionalised Phosphanes to Isocyanides

We present a straightforward protocol for making (phosphanyl‐carbene)PdII complexes. These complexes have bidentate ligands containing an acyclic diamino‐ or aminooxy‐carbene and a phosphane. The synthesis gives good yields (typically 70–90 %) for a variety of complexes (22 compounds). Moreover, it...

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Bibliographic Details
Published in:European Journal of Inorganic Chemistry 2009-04, Vol.2009 (10), p.1313-1316
Main Authors: Eberhard, Michael R., van Vliet, Bart, Durán Páchon, Laura, Rothenberg, Gadi, Eastham, Graham, Kooijman, Huub, Spek, Anthony L., Elsevier, Cornelis J.
Format: Article
Language:English
Subjects:
Carbene complexes
Carbenes
Intermolecular addition
Palladium
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Summary:We present a straightforward protocol for making (phosphanyl‐carbene)PdII complexes. These complexes have bidentate ligands containing an acyclic diamino‐ or aminooxy‐carbene and a phosphane. The synthesis gives good yields (typically 70–90 %) for a variety of complexes (22 compounds). Moreover, it does not require the synthesis of imidazolium salts nor the a priori generation of free carbenes. Three of the new complexes were tested as catalysts for Sonogashira and Hay coupling reactions, with good yields and selectivities. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009) A simple modular synthesis of (phosphanyl‐carbene)Pd complexes is presented. This building‐block approach to a range of Pd pre‐catalysts containing a ‘sticky' carbene moiety and a hemi‐labile phosphane ligand avoids the synthesis of imidazoliumsalts or free carbenes. The design involves a new intermolecular addition of the polar head group of a readily available phosphane‐alcohol or ‐amine to a Pd‐coordinated isocyanide.
ISSN:1434-1948
1099-0682
DOI:10.1002/ejic.200801067