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Recent advances towards sulfur (VI) fluoride exchange (SuFEx) click chemistry
Journal of Fluorine Chemistry ( IF 1.7 ) Pub Date : 2018-07-23 , DOI: 10.1016/j.jfluchem.2018.07.008
Tanzeela Abdul Fattah , Aamer Saeed , Fernando Albericio

The Sulfur (VI) Fluoride Exchange reaction (SuFEx) developed by Sharpless and co-workers in 2014, is a promising new click reaction that rests on the extraordinary elevated reactivity of sulfonyl fluorides and fluorosulfates with desired appropriate nucleophiles including silyl ethers and amines. SuFEx click chemistry has various important advantages over the other previously published click reactions in that it is oxygen and water friendly, UV, and thermally inert. This peculiar reactivity of SuFEx has drawn major interest for its easy manipulation, high yields, fast reaction rates, and high tolerance towards various functional groups. This review comprehensively focuses on the sole reactivity of SuFEx click reaction and its role in the building of novel sterically hindered amides, fluorosulfates, diverse compounds from SOF4 hub, high-molecular weight polymer materials (polysulfates and polysulfonates) and surface coatings. We have also highlighted the SuFEx part in post-polymerization reactions, late-stage drug functionalization (LSF) and oil/water separations. Finally, the potential application of the SuFEx for bioconjugation is also analyzed.



中文翻译:

氟化硫(VI)交换(SuFEx)单击化学的最新进展

Sharpless及其同事在2014年开发的硫(VI)氟化物交换反应(SuFEx)是一种很有前途的新点击反应,其依赖于磺酰氟和氟硫酸盐与所需的适当亲核试剂(包括甲硅烷基醚和胺)的非凡的反应活性。SuFEx点击化学与其他先前发布的点击反应相比具有多种重要优势,因为它对氧气和水友好,紫外线和热惰性。SuFEx的这种奇特的反应性因其易于操作,高收率,快速的反应速率和对各种官能团的高耐受性而引起了人们的极大兴趣。这篇综述全面地关注了SuFEx点击反应的唯一反应性及其在新型空间受阻酰胺,氟代硫酸盐,SOF中各种化合物的构建中的作用4轮毂,高分子量聚合物材料(聚硫酸盐和聚磺酸盐)和表面涂层。我们还强调了SuFEx在聚合后反应,后期药物功能化(LSF)和油/水分离中的作用。最后,还分析了SuFEx在生物偶联中的潜在应用。

更新日期:2018-07-23
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