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Perfluoro-3-ethyl-2,4-dimethyl-3-pentyl persistent radical: A new reagent for direct, metal-free radical trifluoromethylation and polymer initiation
Journal of Fluorine Chemistry ( IF 1.7 ) Pub Date : 2019-09-09 , DOI: 10.1016/j.jfluchem.2019.109370
Haibo Mei , Jianlin Han , Sarah White , Greg Butler , Vadim A. Soloshonok

This review comprehensively profiles perfluoro-3-ethyl-2,4-dimethyl-3-pentyl persistent radical (PPFR) as a new reagent for radical trifluoromethylation, trifluoromethylation/fluorination and polymer initiation. The PPFR is perfectly stable at ambient conditions, but at temperatures above 80 °C undergoes β-scission to generate trifluoromethyl radical. This property can be used to initiate various chain-polymerization or trifluoromethylation reactions. The unique feature of this process, distinguishing it from all other known methods for ·CF3-radical generation, is that the radical is produced under neutral, inert and additive-free conditions. Hopefully, the mild reaction conditions and commercial availability of PPFR will generate research interest for practical applications of this novel perfluorination reagent for fluorination and polymerization processes.



中文翻译:

全氟-3-乙基-2,4-二甲基-3-戊基持久性自由基:直接,金属自由基的三氟甲基化和聚合物引发的新试剂

这篇综述全面介绍了全氟-3-乙基-2,4-二甲基-3-戊基持久性自由基(PPFR)作为自由基三氟甲基化,三氟甲基化/氟化和聚合物引发的新试剂。PPFR在环境条件下非常稳定,但是在高于80°C的温度下会发生β断裂,从而生成三氟甲基自由基。该性质可用于引发各种链聚合或三氟甲基化反应。此过程的独特功能,使其与·CF 3的所有其他其他已知方法区分开来-自由基的产生是自由基在中性,惰性和无添加剂的条件下产生。希望温和的反应条件和PPFR的市售性将引起这种新型全氟化试剂在氟化和聚合过程中的实际应用的研究兴趣。

更新日期:2019-09-09
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