Abstract An approach to C–N cross-coupling reactions of aryl halides with amines in the presence of an amide-based pincer nickel(II) catalyst ( 2 ) is described. For 3 h reactions at 110 °C with 0.2 mol% catalyst, aryl bromides gave higher turnover numbers (TON) than the corresponding chlorides or iodides. Both primary and secondary amines could be used with the former giving higher TON. However, sterically hindered amines showed lower TON. In elucidating the mechanism of this nickel complex-catalyzed C–N cross coupling reaction it was found that the rate of reaction was unchanged in the presence of radical quenchers and a plausible Ni(I)–Ni(III) pathway is proposed. Graphic Abstract Nickel pincer catalyst proved to be excellent catalyst for the C-N cross-coupling reaction with the high turnover number (TON) for 1° and 2° amines and different nonactivated aryl halides under optimum conditions.

中文翻译：

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使用酰胺基钳形镍 (II) 催化剂进行胺与芳基卤化物的 C-N 交叉偶联反应

摘要描述了在酰胺基钳形镍 (II) 催化剂 (2) 存在下芳基卤化物与胺的 C-N 交叉偶联反应的方法。在 110 °C 和 0.2 mol% 催化剂下反应 3 小时后，芳基溴化物比相应的氯化物或碘化物产生更高的转化数 (TON)。伯胺和仲胺均可使用，前者可提供更高的 TON。然而，空间位阻胺表现出较低的 TON。在阐明这种镍配合物催化的 C-N 交叉偶联反应的机理时，发现在自由基猝灭剂存在下反应速率没有变化，并提出了一个合理的 Ni(I)-Ni(III) 途径。