The first monocarbenepalladium(0) complexes with benzoquinone and naphthoquinone as additional ligands have been prepared. As demonstrated by NMR spectroscopy and X-ray analysis, the complexes show a unique coordination mode giving quinone-bridged dimers. The monocarbenepalladium(0) complexes allow efficient cross-coupling reactions of aryldiazonium salts with olefins (Heck reaction) and arylboronic acids (Suzuki reaction).

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http://dx.doi.org/10.1002/1521-3765(20020902)8:17<3901::AID-CHEM3901>3.0.CO;2-EDOI Listing

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The first monocarbenepalladium(0) complexes with benzoquinone and naphthoquinone as additional ligands have been prepared. As demonstrated by NMR spectroscopy and X-ray analysis, the complexes show a unique coordination mode giving quinone-bridged dimers. The monocarbenepalladium(0) complexes allow efficient cross-coupling reactions of aryldiazonium salts with olefins (Heck reaction) and arylboronic acids (Suzuki reaction).

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[reaction: see text] The Heck reaction of aryl chlorides was investigated in the presence of defined monocarbenepalladium(0) complexes. Activated and nonactivated aryl chlorides provide the corresponding cinnamic esters and stilbenes in (n)Bu(4)NBr as a ionic liquid in good to excellent yields.

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