2,2,2-三氟卤乙烷和碳负离子的自由基亲核取代反应

S_(RN)1 Reaction of 2,2,2-Trifluoroethyl Halides with Carbanion

主要研究 2 ,2 ,2 -三氟卤乙烷 (碘、溴、氯、氟 )和碳负离子的反应 ,在一定的温度下 ,以 DMF作溶剂 ,除了 2 ,2 ,2 -三氟氟乙烷外 ,反应都得到了相应的 2 ,2 ,2 -三氟卤乙烷的衍生物以及碳负离子的偶联产物 .该反应能被紫外光加速 ,能被对二硝基苯和对二苯酚阻止 .因此 ,该反应是按 SRN1即自由基亲核取代反应机理进行 .由于此反应能在黑暗中进行 ,所以它可能是通过热引发或自发引发来完成的 .

In organic chemistry, the radical nucleophilic substitution of alkyl halides or S RN1 mechanism is one of the most important parts of single electron-transfer (SET) reaction 2,2,2-trifluoroethyl iodide, bromide, chloride except fluoride reacted with carbanion in DMF under laboratory illumination at a specified temperature for 12 h to give the 2,2,2-trifluoroehtyl derivatives and coupling products of two R 1R 2R 3C-. The acceleration by UV irradiation, suppression by p-dinitrobenzene or hydro-quinone showed that the reactions occurred by S RN1 mechanism. The initiation step may be spontaneous or thermal electron transfer between carbanion and halides because the reactions could occur in dark.