有机氟化合物在医药、农药和材料科学领域有着广泛的应用；因此发展新的氟化学试剂和含氟基团引入方法引起了越来越多的关注。本项目拟发展α-氟烷基-α-硅基甲醇为新的氟化学试剂，由烷氧自由基经过Brook重排产生碳自由基，进而与一系列自由基受体反应，实现α-氟烷基醇的选择性合成。并通过研究氟烷基和硅基取代基的电子效应和空间位阻效应对反应的影响，探究烷氧自由基参与反应的基本规律。本项目所发展的新试剂和新方法不仅对含氟有机分子的合成有重要的应用价值，也对自由基Brook重排参与的新反应的设计提供实验和理论基础。

Organofluorine compounds possess wide applications in pharmaceticals, agrochemicals and material related fields. Therefore, the development of new reagents and methods to introduce fluorine containing groups into organic molecules have gained increasing attention. Our project mainly focus on the synthesis of α-fluoroalkyl alcohols with α-fluoroalkyl-α-silyl methanol as new reagents. A variety of radical acceptors will be studied to trap the α-fluoroalkyl substituted carbon radicals which are generated through Brook rearrangement of the alkoxyl radicals. The study will investigate how the structure of the reagents (the electronic effect and steric effect of the fluoroalkyl substituents and silyl substituents) affect the efficiency of the reaction, and reveal what are the rules to control the reactivity of alkoxyl radicals. The methods developed in this project are useful for the synthesis of organofluorine compounds. The mechanism study provides the experimental and theoretical guidance for the design of new reactions based on radical Brook rearrangement.