Synthesis of 1-(tetrafluorophenyl)perfluoro-1-phenylethanes and their cyclization into polyfluoro-9-methylfluorenes under the action of antimony pentafluoride
作者:Tatyana V. Mezhenkova、Vladislav V. Komarov、Victor M. Karpov、Irina V. Beregovaya、Yaroslav V. Zonov
DOI:10.1016/j.jfluchem.2020.109615
日期:2020.9
The interaction of perfluoroethylbenzene with isomeric tetrafluorobenzenes in the presence of SbF5 at 25 °C, with further treatment of the reaction mixture with HF–pyridine and then with water, gives the corresponding 1-(tetrafluorophenyl)perfluoro-1-phenylethanes. 1-(2,3,4,5-Tetrafluorophenyl)perfluoro-1-phenylethane heated with SbF5 at 50–55 °C gives perfluoro-9-methylfluorene. 1-(2,3,5,6-Tetraf
在SbF 5存在下,在25°C下,全氟乙苯与异构四氟苯的相互作用,再用HF-吡啶然后用水对反应混合物进行进一步处理,得到相应的1-(四氟苯基)全氟-1-苯基乙烷。用SbF 5在50–55°C下加热的1-(2,3,4,5-四氟苯基)全氟-1-苯基乙烷得到全氟-9-甲基芴。1-(2,3,5,6-四氟苯基)全氟-1-苯基乙烷在相似条件下形成1,2,3,4,5,7,8,9-八氟-9-(三氟甲基)芴和相应的2 ,3,4,9-四氢-1 H-芴。在1-(2,3,4,6-四氟苯基)全氟-1-苯基乙烷的情况下,在SbF 5的作用下未得到芴衍生物。在50–130°C下。实验数据与多氟1,1-二苯基-1-乙基阳离子旋转电环化的能垒的DFT计算(B3LYP / 6-31G *)一致。