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Trifluoromethanesulfonic Acid Promoted Controllable Electrophilic Aromatic Nitration
The Journal of Organic Chemistry ( IF 3.3 ) Pub Date : 2023-07-18 , DOI: 10.1021/acs.joc.3c00892
Yanxuan Wu 1 , Wen Lu 1 , Yan-Na Ma 1 , Feijing Chen 1 , Wei Ren 2 , Xuenian Chen 1
Affiliation  

In this work, we developed a facile and controllable electrophilic aromatic nitration method with commercially available 68% HNO3 as the nitrating reagent and trifluoromethanesulfonic acid (HOTf) as the catalyst in hexafluoroisopropanol or under solvent-free conditions. The electrophilic nitration products of different arenes can be obtained in almost quantitative yields by tuning the loading of HOTf. The strong acidity and water absorbing property of HOTf allowed this transformation to reach completion in a short time at room temperature.

中文翻译:

三氟甲磺酸促进可控亲电芳香硝化

在这项工作中,我们开发了一种简便可控的亲电芳香硝化方法,以市售的68% HNO 3作为硝化试剂,三氟甲磺酸(HOTf)作为催化剂,在六氟异丙醇或无溶剂条件下进行。通过调节 HOTf 的负载量,可以几乎定量地获得不同芳烃的亲电硝化产物。HOTf的强酸性和吸水性使得这种转变在室温下短时间内完成。
更新日期:2023-07-18
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