Chemical Communications

Aryl bromide/triflate selectivities reveal mechanistic divergence in palladium-catalysed couplings; the Suzuki–Miyaura anomaly

G Espino, A Kurbangalieva, JM Brown

文献索引：Espino, Gustavo; Kurbangalieva, Almira; Brown, John M. Chemical Communications, 2007 , # 17 p. 1742 - 1744

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被引用次数: 31

摘要

In studies of S N reactions at sp 3 carbon, the relative reactivity of halide and tosylate as leaving groups has been widely used as a mechanistic tool. 7 Since both triflate and halide are commonly employed as electrophilic leaving groups in palladium catalysis, the opportunity for related studies exists. The only systematic work along these lines is due to Hayashi and co-workers, 8 involving an internal competition as recorded in Scheme 1. For Kumada (RMgX) coupling, a bulky ...