关键词: 有机化合物, 卤素交换氟化, 催化

Abstract: Halogen-exchange fluorination is the main method to synthesize fluorinated aromatics. Phase transfer catalysts (PTCs) are essential for the halogen-exchange fluorination. The p-tert-butylcalix[4]-arene- crown-5 was synthesized from p-tert-butylcalix[4]arene and tetraethylene glycol ditosylate in the presence of K₂CO₃, and it was used as the phase transfer catalyst in the fluoridation of chlorine nitrobenzene to investigate its performance in the fluorination. The influences of fluorination reaction conditions, such as the reaction time, temperature and different catalysts were investigated. The catalytic activities of p-tert-butylcalix[4]arene- crown-5 were verified. It was found that the yields of the reaction with p-tert-butylcalix[4]arene-crown-5 as PTC were improved. Catalyzed by p-tert-butylcalix[4]arene-crown-5 for 3 h, the reaction had a conversion of 96.53% and the yield of 4-fluoronitrobenzene was 90.8%.

Key words: organic compounds, halogen exchange fluorination, catalysis