C–H Activation of π-Arene Ruthenium Complexes,Organometallics

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C–H Activation of π-Arene Ruthenium Complexes
Organometallics ( IF 2.5 ) Pub Date : 2017-11-08 00:00:00 , DOI: 10.1021/acs.organomet.7b00563
Luke A. Wilkinson ₁ , Jack A. Pike ₁ , James W. Walton ₁

Affiliation

We present a C–H activation protocol for aromatic compounds that overcomes the current limitations of the need for a directing group or covalently bound activating groups, by exploiting the increase in C–H acidity of aromatic compounds on π-coordination to a Ru(II) center. The increased acidity facilitates catalytic concerted metalation–deprotonation and subsequent arylation reactions. We present the development and optimization of the C–H activation protocol and show the applicability of the reaction to a range of aromatic substrates, including the simplest of substrates (benzene). Furthermore, we demonstrate the recyclability of the activating Ru(II) fragment using photolysis and give a mechanistic study, which provides strong evidence that this reaction occurs via a silver-mediated C–H bond activation. This is the first time Ru complexes have been shown to allow C–H activation of arenes by a π-coordination mechanism.

中文翻译：

π-芳烃钌配合物的C–H活化

我们提出了一种芳香族化合物的C–H活化方案，该方案通过利用芳香族化合物在π配位到Ru（II）上的CH–H酸性的增加，克服了对直接基团或共价键合活化基团的当前限制。）中央。增加的酸度有助于催化一致的金属化-去质子化和随后的芳基化反应。我们介绍了C–H活化方案的开发和优化，并显示了该反应对多种芳香族底物的适用性，包括最简单的底物（苯）。此外，我们通过光解证明了活化的Ru（II）片段的可回收性，并进行了机理研究，这提供了强有力的证据表明该反应是通过银介导的C–H键活化而发生的。

更新日期：2017-11-08

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