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Synfacts 2010(11): 1287-1287  
DOI: 10.1055/s-0030-1258727
Metal-Mediated Synthesis
© Georg Thieme Verlag Stuttgart ˙ New York

A New Iron-Catalyzed Aluminum Variant of the Negishi Coupling

Contributor(s): Paul Knochel, Andreas J. Wagner
S. Kawamura, K. Ishizuka, H. Takaya, M. Nakamura*
Kyoto University, Japan
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Publication History

Publication Date:
21 October 2010 (online)

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Significance

Herein, the first example of an iron-catalyzed Negishi-style cross-coupling of arylaluminum reagents and alkyl bromides is described. The highest conversions are obtained when FeCl2(dppbz)2 is used as catalyst. To obtain the arylaluminum compounds, the transmetalation of arylmagnesium species with AlCl3 is the best route. The presence of magnesium salts in the ­reaction mixture is crucial for the success of this reaction, as salt-free triarylaluminum reagents do not react well under these conditions.