由于单氟烯烃具有许多类似酰胺的性质，比如电荷分布、偶极矩等，所以在蛋白酶抑制剂分子设计中常常被作为拟肽，其重要性不言而喻。然而，最近的研究表明，关于单氟烯烃的合成并不容易，大都产率不高，顺反选择性差。另外，从单氟烯烃出发，也可以合成出各种各样结构独特的单氟化合物，很多含氟药物都是单氟有机分子；同时，单氟烯烃还能发生均聚和共聚，制备出非常有用的功能材料。我们将首先研究单氟烯烃的合成，发展产率高、顺反选择性好的合成单氟烯烃的方法：设计并合成单氟乙烯基砌块，如单氟烯基磺酸酯、鏻盐、锍盐等，探索其单氟烯基化能力；研究一氟乙酸内盐的制备以及脱羧Wittig反应；通过C-F键活化，考察从多氟烯烃制备单氟烯烃的可能性。在此基础上，研究单氟烯烃的反应性能，实现单氟化合物的高效合成及含氟功能分子的制备。

Monofluoroalkenes are widely recognized as nonhydrolyzable mimetics of amides on the basis of the similarity between the charge distribution of the amide bond and the fluoroalkene moiety, as well as their dipole moments. Thus, the monofluoroalkene moiety can be used as a peptidomimetic unit in the design of protease inhibitors. However, it was shown that the synthesis of monofluoroalkene is not easy because of the usually low yield and low Z/E selectivity. On the other hand, numerous monofluorinated compounds can be obtained from the monofluoroalkenes. Most of monofluorinated compounds are pharmaceuticals. And the polymerization or copolymerization of monofluoroalkenes can lead to the formation of a variety of functional materials. We will study the synthesis of monofluoroalkenes in an attempt to develop convenient methods for the preparation of monofluoroalkenes with high yield and Z/E selectivity. First, we will design and synthesize the building blocks like monofluoroalkenyl sulfonate, phosphonium and sulfonium salt. Then the monofluoromethylene phosphobetaine will be synthesized and the subsequent Wittig olefination will be explored. The conversion from multiple fluorinated alkenes to monofluoroalkenes will also be investigated through the activation of C-F bond. Based on the synthesis of monofluoroalkenes, we will study their reactions in order to realize the efficient synthesis of monofluorinated compounds and functional materials.