Coupling Kumada-Corriu

Table 4.8 Comparison of rate constants for a series of Kumada-Corriu coupling reactions in flow reactors with corresponding batch reaction [2],...

Holzer, B. Hoffmann, R. W. Kumada-Corriu coupling of Grignard reagents, probed with a chiral Grignard reagent Chem. Commun. 

Ni(0) carbenes are also effective for the Kumada-Corriu coupling reaction between aryhnagnesium reagents and aryl chlorides or fluorides in ca. 35 catalytic turnovers (equation 5). The yields are generally high even at room temperature (ca. 30 turnovers over 18h) only when the aryl chloride is congested (substituents ortho to Cl) does the yield suffer. It is noteworthy, however, that very similar yields were obtained when the N-heterocarbene ligands were replaced by t-BusP. 

Scheme 2.45 Transition metal-mediated activation of the aromatic carbon—fluorine bond and subsequent reactions. Ahoue stoichiometric reaction of electron-deflclent fluoroarenes with NI(0) complexes [101]. Belou Ni(0) carbene-catalyzed Kumada-Corriu coupling between fluoroarenes and aryl Grignard compounds [102].

Ugi 4 component coupling Dehydration of alcohols Kumada-Corriu coupling... 

An extensive survey of various NHCs has allowed the development of a nickel-catalysed three-component coupling of benzaldehyde, norbornene, and trialkylsilane. The NHC (12) proved to be the most effective. The Kumada-Corriu coupling reaction of aryl bromides with t-butylmagnesium chloride has been reported to be more efficiently carried out in the presence of an NHC ligand bearing a pendant carboxylic group such as the one derived from (13). ... 

Wolf, J., Labande, A., Daran, J.C. and Poli, R., Nickel(ll) conplexes with bifunctional phosphine-imidazolium ligands and their catal)4ic activity in the Kumada-Corriu coupling reaction, J. Organomet. Chem. 691 (3), 433 43 (2006). 

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