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本工作的目的是:(1)利用苯基格氏试剂与四氟乙烯合成α、β、β-三氟苯乙烯(TFS)的新方法~([3])来制备取代的TFS与α、β、β-三氟萘乙烯(TFEN);(2)根据“歪电子云”模型~([4]),研究各取代的TFS的~(19)F NMR参数与取代基的Hammett常数之间的线性关系. 比较了TFS在四氢呋喃(THF)、乙醚、二氧陆环和乙二醇二甲醚中的产率和相应的格氏试剂产率,其中以在THF中合成的TFS的产率最高。因此.六个取代的TFS和TFEN均在THF中合成,所得到的产物为1,2。产物结构经元素分析、~(19)F NMR、IR和UV鉴定,其中1b、1e、1g、1i、2g和2i为新化合物,产率见表1。
The purpose of this work is to: (1) A new method of synthesizing α, β, β-trifluorostyrene (TFS) with phenylglucose and tetrafluoroethylene is used to prepare substituted TFS and α, (2) According to the “crooked electron cloud” model ~ ([4]), the relationship between the ~ (19) F NMR parameters and the Hammett constants of substituents for each substituted TFS was studied The yield of TFS in tetrahydrofuran (THF), ether, dioxane and ethylene glycol dimethyl ether and the corresponding Grignard reagent yields were compared with the yield of TFS synthesized in THF highest. Therefore, six substituted TFS and TFEN were both synthesized in THF and the resulting products were 1, 2. The product structure was characterized by elemental analysis, ~ (19) F NMR, IR and UV. Among them, 1b, 1e, 1g, 1i, 2g and 2i were new compounds.