On the nature of the" copper effect" in the Stille cross-coupling

V Farina, S Kapadia, B Krishnan, C Wang…

Index: Farina, Vittorio; Kapadia, Suresh; Krishnan, Bala; Wang, Chenjie; Liebeskind, Lanny S. Journal of Organic Chemistry, 1994 , vol. 59, # 20 p. 5905 - 5911

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Citation Number: 494

Abstract

The effect of added CUI on the kinetics of a typical Stille coupling was studied. With triphenylphosphine as Pd ligand, cocatalytic Cu (1) salts can yield a> lOO-fold rate increase over the traditional Stille conditions, but little effect was displayed when CUI was used in conjunction with a sofi ligand, such as triphenylarsine. NMR studies suggest that CUI is an excellent scavenger for free ligand and, since strong ligands in solution are known to ...