Green Rebecca A, Hartwig John F
Department of Chemistry, University of California , Berkeley, California 94720, United States.
Org Lett. 2014 Sep 5;16(17):4388-91. doi: 10.1021/ol501739g. Epub 2014 Aug 18.
We report the palladium-catalyzed coupling of aryl halides with ammonia and gaseous amines as their ammonium salts. The coupling of aryl chlorides and ortho-substituted aryl bromides with ammonium sulfate forms anilines with higher selectivity for the primary arylamine over the diarylamine than couplings with ammonia in dioxane. The resting state for the reactions of aryl chlorides is different from the resting state for the reactions of aryl bromides, and this change in resting states is proposed to account for a difference in selectivities for reactions of the two haloarenes.
我们报道了钯催化芳基卤化物与氨以及气态胺（以其铵盐形式）的偶联反应。与在二氧六环中与氨的偶联反应相比，芳基氯化物和邻位取代的芳基溴化物与硫酸铵的偶联反应形成的苯胺中，伯芳胺相对于二芳基胺具有更高的选择性。芳基氯化物反应的静止状态与芳基溴化物反应的静止状态不同，并且这种静止状态的变化被认为是导致这两种卤代芳烃反应选择性差异的原因。
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