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首页> 外文期刊>RSC Advances >The C-H activated controlled mono- and di-olefination of arenes in ionic liquids at room temperature
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The C-H activated controlled mono- and di-olefination of arenes in ionic liquids at room temperature

机译：在室温下在离子液体中的C-H活性控制的单烯烃和二烯烃

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摘要

In this study, controlled mono and di-olefination of arenes was first realized at room temperature via the C-H bond activation in ionic liquids, probably due to the positive effects of ionic liquids. It is an energy-saving routes in industrial production without the need for heating equipment. Different catalysts were screened, and it was found that [Ru(p-cymene)Cl-2](2) generated mono-olefinated products predominantly while [Cp*RhCl2](2) selectively gave di-olefinated products. These catalysts ([BMIM]NTf2 and [BMIM]PF6) as green and recyclable reaction media are highly efficient under mild conditions. This reaction process can avoid any volatile and environmentally toxic organic solvents, and is much safer without the need for pressure-tight equipment. A wide substrate scope with good yields and satisfactory selectivity was achieved. The reactions can be scaled up to gram-scale. Furthermore, an expensive rhodium/ruthenium catalytic system was recycled for at least 6 times with consistently high catalytic activity, which was economical and environmental friendly from an industrial point of view. According to the mechanistic study, the C-H bond cleavage was probably achieved via the concerted metalation-deprotonation. This technique can be applied in the synthesis of various valuable unsaturated aromatic compounds and shows a great potential for industrial production.
机译：在该研究中，首先通过离子液体中的C-H键活化在室温下实现控制的单体和衍生衍生，可能是由于离子液体的积极作用。它是工业生产中的节能路线，无需加热设备。筛选不同的催化剂，发现[Ru（p-cyhyene）Cl-2]（2）主要在[Cp * rhCl2]（2）选择性地产生二烯醇酰胺产物的同时产生单烯烯丙烯酸酯。这些催化剂（[Bmim] NTF2和[Bmim] PF6）作为绿色和可回收的反应介质在温和条件下高效。该反应过程可以避免任何挥发性和环绕性有毒的有机溶剂，并且在不需要压力密封设备的情况下更安全。实现了具有良好产量和令人满意的选择性的宽基板范围。反应可以缩放到克尺度。此外，昂贵的铑/钌催化体系以始终如一的高催化活性再循环至少6次，这是从工业角度经济和环境友好的。根据机械研究，可以通过协调的金属化反质化来实现C-H键裂解。该技术可以应用于各种有价值的不饱和芳族化合物的合成，并显示出工业生产的巨大潜力。

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  • 来源
    《RSC Advances》 |2020年第6期|共9页
  • 作者

    Du Kaifeng; Yao Tian;

  • 作者单位

    Sichuan Univ Dept Pharmaceut &

    Biol Engn Sch Chem Engn Chengdu 610065 Peoples R China;

    Sichuan Univ Key Lab Drug Targeting &

    Drug Delivery Syst West China Sch Pharm Educ Minist &

    Sichuan Prov Chengdu 610041 Peoples R China;

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  • 原文格式 PDF
  • 正文语种 eng
  • 中图分类 化学;
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