Reaction of aryl and vinyl halides with zerovalent nickel-preparative aspects and the synthesis of alnusone

MF Semmelhack, P Helquist, LD Jones…

Index: Semmelhack, M.F.; Helquist, Paul; Jones, L.D.; Keller, Leonard; Mendelson L.; et al. Journal of the American Chemical Society, 1981 , vol. 103, # 21 p. 6460 - 6471

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Citation Number: 240

Abstract

Abstract: Zerovalent nickel complexes such as bis (1, 5-~ yclooctadiene) nickel and tetrakis (tripheny1phosphine) nickel react rapidly with aryl and vinyl halides to produce the symmetrical coupling products, a low-temperature analogue of the Ullman reaction. The reaction proceeds through oxidative addition of the organic halide to Ni (O), and the reactivity of the Ni (I1) intermediates has been examined. Arylnickel halide complexes ...