Chin. J. Org. Chem. ›› 2006, Vol. 26 ›› Issue (03): 310-313. Previous Articles     Next Articles

Original Articles

含卤素端基的单取代对-叔丁基杯[6]芳烃的合成与表征

张春雷,曹蓓,龚淑玲,陈远荫*   

  1. (武汉大学化学与分子科学学院 武汉 430072)
  • 收稿日期:2005-06-01 修回日期:2005-09-06 发布日期:2006-02-28
  • 通讯作者: 陈远荫

Sytheses and Characterization of Mono-substituted p-tert-Calix[6]arenes and Their Derivatives

ZHANG Chun-Lei,CAO Bei,GONG Shu-Ling,CHEN Yuan-Yin*   

  1. (College of Chemistry and Molecular Sciences, Wuhan University, Wuhan 430072)
  • Received:2005-06-01 Revised:2005-09-06 Published:2006-02-28
  • Contact: CHEN Yuan-Yin

Three mono-substituted p-tert-calix[6]arenes (2a2c) with terminal halogen groups have been synthesized by treating p-tert-calix[6]arene with Br(CH2)4Br, Br(CH2)6Br or ClCH2C≡CCH2Cl in THF using K2CO3 as base in moderate yield, respec-tively. 2a and 2b could be further converted to 3a and 3b in high yields by MeOTs. Their structures and conformations were characterized by 1H NMR and MS spectra. It was concluded that 2a2c and 3b existed in cone conformation at room temperature, but no confined conformation of 3a was observed.

Key words: methylation, conformation, mono-functionalization, p-tert-calix[6]arene