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The oxidative addition of aryl halides, RC6H4X, to tris(triphenylphosphine)nickel(0) has been studied (R = H, m- or p-Me, -Cl, -CN, and -OPh, p-OMe, -COMe, and -COPh, and m-CO2Me; X = Cl, Br, or I). The effects of substituents on the aryl halides and of the halide as leaving group have been investigated by competitive measurements. The reactions of p-chloroanisole and p- and m-dichlorobenzene display first-order kinetics with respect to the aryl halides and the nickel complex. Triphenylphosphine decreases the reaction rate. The mechanistic implications of these results are discussed.
Foà et al. (Wed,) studied this question.