有机化学 ›› 2009, Vol. 29 ›› Issue (08): 1278-1281. 上一篇    下一篇

研究简报

(硫杂)杯[4]芳烃缩氨基(硫)脲(桥联)衍生物的合成

唐富胜; 杨发福*; 黄智胜; 洪碧琼; 郭红玉   

  1. (福建师范大学化学与材料学院 福州 350007)
  • 收稿日期:2008-11-08 修回日期:2008-12-22 发布日期:2009-08-30
  • 通讯作者: 杨发福

Syntheses of (Thia)calix[4]arene (Thio)semicarbazone(-bridged) Derivatives

Tang, Fusheng; Yang, Fafu*; Huang, Zhisheng; Hong, Biqiong ; Guo, Hongyu   

  1. (College of Chemistry and Materials, Fujian Normal University, Fuzhou 350007)
  • Received:2008-11-08 Revised:2008-12-22 Published:2009-08-30
  • Contact: Yang, Fafu

对叔丁基(硫杂)杯[4]芳烃-1,3-二醛基衍生物4a和4b与苯基氨基硫脲进行“1+2”缩合反应, 合成了杯[4]芳烃缩氨基硫脲衍生物5a和5b, 产率为84%和85%. 化合物4a和4b与1,6-己基双氨基脲发生“1+1”缩合反应, 合成了杯[4]芳烃双缩氨基脲桥联衍生物6a和6b, 产率为83%和80%. 新化合物的结构与构象经元素分析、质谱、核磁共振谱等表征证实.

关键词: (硫杂)杯[4]芳烃, 缩氨基脲, 桥联
,
合成

(Thia)calix[4]arene thiosemicarbazone derivatives 5a and 5b were synthesized by “1+2” condensation of 1,3-bis[2-(p-formylphenyloxy)ethyloxy]-p-tert-butylcalix[4]arene 4a and 4b with 1-phenyl- thiosemicarbazide in yields of 84% and 85%, respectively. (Thia)calix[4]arene semicarbazone-bridged de-rivatives 6a and 6b were prepared by reacting compounds 4a and 4b with 1,6-hexylenebis(1-semicarbazide) in “1+1” condensation in yields of 83% and 80%, respectively. The structures and conformations of the new compounds were characterized by elemental analyses, ESI-MS, 1H NMR, etc.

Key words: semicarbazone, synthesis, bridgi, (thia)calix[4]arene