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Kentaro Takagi, Naomi Hayama, Saburo Inokawa, The in Situ-generated Nickel(0)-catalyzed Reaction of Aryl Halides with Potassium Iodide and Zinc Powder, Bulletin of the Chemical Society of Japan, Volume 53, Issue 12, December 1980, Pages 3691–3695, https://doi.org/10.1246/bcsj.53.3691
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Abstract
The in situ-generated nickel(0) species, presumably atomic nickel, from nickel(II) salt and zinc powder has been proved to be an effective catalyst for the Finkelstein-type displacement reaction of aryl bromides with potassium iodide to give aryl iodides under mild conditions. This species was also effective for the Ullmann-type coupling of bromides or aryl iodides by the use of zinc powder to give biaryls. Furthermore, in the presence of excess nickel(II) salt, the coupling reaction proceeded smoothly, even at an ambient temperature, to give various biaryls in very good yields.