Oxidative Addition of Aryl Halides to a Triphosphine Ni(0) Center to Form Pentacoordinate Ni(II) Aryl Species.,Organometallics

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Oxidative Addition of Aryl Halides to a Triphosphine Ni(0) Center to Form Pentacoordinate Ni(II) Aryl Species.
Organometallics ( IF 2.5 ) Pub Date : 2020-04-03 , DOI: 10.1021/acs.organomet.0c00060
Pablo M Pérez García ₁ , Andrea Darù ₂ , Arthur R Scheerder ₁ , Martin Lutz ₃ , Jeremy N Harvey ₂ , Marc-Etienne Moret ₁

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Oxidative addition of aryl halides to Ni(0) is a ubiquitous elementary step in cross-coupling and related reactions, usually producing a square-planar Ni(II)-aryl intermediate. Here we show that a triphosphine ligand supports oxidative addition at a tris-ligated Ni(0) center to cleanly form stable five-coordinate Ni(II)-aryl compounds. Kinetic and computational studies support a concerted, two-electron mechanism rather than radical halogen abstraction. These results support the idea that oxidative addition to triphosphine Ni(0) species may be more generally involved in Ni/phosphine catalytic systems.

中文翻译：

芳基卤化物向三膦Ni（0）中心的氧化加成反应生成五配位Ni（II）芳基物种。

芳基卤化物向Ni（0）的氧化加成是交叉偶联和相关反应中普遍存在的基本步骤，通常会产生方形的Ni（II）-芳基中间体。在这里，我们表明三膦配体在三连接的Ni（0）中心支持氧化加成，以干净地形成稳定的五配位Ni（II）-芳基化合物。动力学和计算研究支持协同的双电子机理，而不是自由基卤素的提取。这些结果支持这样的想法，即氧化成三膦Ni（0）物质可能更普遍地涉及Ni /膦催化系统。

更新日期：2020-04-03

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