Diverse Synthetic Transformations Using 4-Bromo-3,3,4,4-tetrafluorobut-1-ene and Its Applications in the Preparation of CF2CF2-Containing Sugars, Liquid Crystals, and Light-Emitting Materials,The Chemical Record

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Diverse Synthetic Transformations Using 4-Bromo-3,3,4,4-tetrafluorobut-1-ene and Its Applications in the Preparation of CF2CF2-Containing Sugars, Liquid Crystals, and Light-Emitting Materials
The Chemical Record ( IF 7.0 ) Pub Date : 2023-05-04 , DOI: 10.1002/tcr.202300080
Haruka Ohsato ₁ , Kazuma Kawauchi ₁ , Shigeyuki Yamada ₁ , Tsutomu Konno ₁

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Organic molecules with fluoroalkylene scaffolds, especially a tetrafluoroethylene (CF₂CF₂) moiety, in their molecular structures exhibit unique biological activities, or can be applied to functional materials such as liquid crystals and light-emitting materials. Although several methods for the syntheses of CF₂CF₂-containing organic molecules have been reported to date, they have been limited to methods using explosives and fluorinating agents. Therefore, there is an urgent need to develop simple and efficient approaches to synthesize CF₂CF₂-containing organic molecules from readily available fluorinated substrates using carbon-carbon bond formation reactions. This personal account summarizes the simple and efficient transformation of functional groups at both ends of 4-bromo-3,3,4,4-tetrafluorobut-1-ene and discusses its synthetic applications to biologically active fluorinated sugars and functional materials, such as liquid crystals and light-emitting molecules.

中文翻译：

4-溴-3,3,4,4-四氟丁-1-烯的多种合成转化及其在制备含CF2CF2糖、液晶和发光材料中的应用

分子结构中具有氟代亚烷基尤其是四氟乙烯(CF ₂ CF ₂ )部分的有机分子表现出独特的生物活性，或可应用于液晶、发光材料等功能材料。尽管迄今为止已经报道了几种合成含CF ₂ CF ₂有机分子的方法，但它们仅限于使用炸药和氟化剂的方法。因此，迫切需要开发简单高效的CF ₂ CF _{2合成方法}使用碳-碳键形成反应从容易获得的氟化基材中提取含有有机分子。本个人文章总结了4-溴-3,3,4,4-四氟丁-1-烯两端官能团的简单高效转化，并讨论了其在生物活性氟化糖和功能材料（例如液体）的合成应用晶体和发光分子。

更新日期：2023-05-04

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