杯[4]芳烃咪唑盐的微波合成及在氟化反应中的应用

以杯4]芳烃为起始原料,首先制得中间体杯4]芳烃双溴代烷基衍生物,然后经微波辐射和阴离子交换,共得9种杯4]芳烃咪唑盐衍生物,化合物的结构与构象经元素分析、IR、1HNMR、19FNMR、31PNMR表征.研究了它们在对氯硝基苯氟化反应中的催化性能以及对K+的萃取性能.结果表明,这9种化合物在氟化反应中的催化效果良好,对氟硝基苯的收率为80.89％～92.67％;同时化合物对K+具有较好的萃取效果,其中以化合物25,27-二4-(3-甲基咪唑)乙氧基]-26,28-二羟基-5,11,17,23-四叔丁基杯4]芳烃六氟磷酸盐的萃取效果最好,萃取率可达75.45％.

Microwave-assisted Synthesis of Calix[4]arene Imidazolium Salts and Application in Fluoridation

O-Alkylated calix 4] arene derivatives were synthesized by using calix4] arene as a starting material.Nine calix4]arene imidazolium salts were obtained by microwave-assisted synthesis and anion complexation.The structures were confirmed by elemental analyses,IR,1HNMR,19FNMR,31PNMR.The compounds were used as phase transfer catalysis in the fluoridation of p-chloronitrobenzene.And their extraction properties of K + was evaluated.The results showed that all compounds possessed excellent catalytic properties for the fluoridation.The yields of p-fluoronitrobenzene were between 80.89％ ～ 92.67％.And these compounds have good extraction efficiency of K +.25,27-Bis4-(3-methylimidazolium) ethoxy]-26,28-dihydroxy-5,11,17,23-tetra-tertbutylcalix 4] a-rene hexafluorophosphate has the best extraction performance,the extracted percentage was as high as 75.45％.