Coupling of nonequivalent aromatic rings by soluble nickel catalysts. A general route to the 1, 8-diarylnaphthalenes

RL Clough, P Mison, JD Roberts

Index: Clough,R.L. et al. Journal of Organic Chemistry, 1976 , vol. 41, # 13 p. 2252 - 2255

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Citation Number: 41

Abstract

A facile route to the l, &diarylnaphthalene derivatives is described. The parent compound, l,% diphenylnaphthalene, can be prepared in two steps with 35% overall yield from the commercial 1, 8-diaminonaphthalene. The key step in these preparations is the direct joining of two nonequivalent aromatic molecules by an organonickel-catalyzed Grignard-aryl halide coupling reaction at-15 OC. The coupling reaction is regiospecific with respect to ...