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首页> 外文期刊>Catalysis science & technology >Palladium C-N bond formation catalysed by air-stable robust polydentate ferrocenylphosphines: a comparative study for the efficient and selective coupling of aniline derivatives to dichloroarenef
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Palladium C-N bond formation catalysed by air-stable robust polydentate ferrocenylphosphines: a comparative study for the efficient and selective coupling of aniline derivatives to dichloroarenef

机译:钯C-N键形成由空气稳定的鲁棒多源亚丙基膦催化:一项比较研究,用于苯胺衍生物对二氯苯乙烯的有效和选择性偶联的比较研究

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摘要

The arylation of aniline derivatives with dichloroarenes under a low palladium content (below the currently used 5 to 10 mol%) was studied using nine different ferrocenylphosphine ligands, including the easily accessible 1,1'-bis(diphenylphosphino}ferrocene, DPPF. The electron-enriched air-stable tridentate ferrocenylpolyphosphine 1,2-bis(diphenylphosphino)-l'-(diisopropylphosphino)-4-tert-butylferrocene, L5, employed in 2 mol% in combination with 1 mol% [PdCl(η~3-C3H5)]2 allows an efficient and selective coupling, while such demanding substrates currently induce chloroarene homocoupling and/or dehalogenation processes. The scope and limitation of the optimized system are explored, with a focus on electron-poor fluoroanilines (deactivated nucleophiles) and electron-rich methylated and methoxy-lated dichlorobenzenes (deactivated electrophiles).
机译:使用九种不同的亚苯基膦膦配体(包括易于访问的1,1'-二苯基(二苯基磷}},dppf。电子,dppf,dppf,dppf。 - 富含空气稳定的三叉苯基苯基苯丙膦1,2-双(二苯基磷酸)-L' - (二异丙基磷酸)-4-tERT丁基二苯甲酸,L5,在2摩尔%中使用,与1 mol%组合使用2 mol%[ )2允许有效且有选择性的耦合,而这种苛刻的底物当前诱导氯同耦合和/或脱核过程。探索了优化系统的范围和限制,重点侧重于电子损坏的氟苯胺(脱氧核磷)和电子含量载体)和电子含量和电子苯胺。 丰富的甲基化和甲氧基二氯苯甲酸(取消电力)。

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