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有机化学
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有机化学 ›› 2011, Vol. 31 ›› Issue (05): 737-741. 上一篇    下一篇

研究简报

三桥联杯[6]酰腙衍生物和相关化合物的合成

许冰婷1，杨发福*,1,2，刘志强1，柴先锋1，郭红玉1   

  1. (1福建师范大学化学与材料学院 福州 350007)
    (2福建师范大学福建省高分子材料重点实验室 福州 350007)
  • 收稿日期:2010-07-18 修回日期:2010-11-11 发布日期:2010-12-22
  • 通讯作者: 杨发福 E-mail:yangfafu@fjnu.edu.cn

Syntheses of Tri-bridging Calix[6]arene Hydrazone Derivative and Relative Compounds

Xu Bingting1 Yang Fafu*,1,2 Liu Zhiqiang1 Chai Xianfeng1 Guo Hongyu1   

  1. (1 College of Chemistry and Materials, Fujian Normal University, Fuzhou 350007)
    (2 Fujian Key Laboratory of Polymer Materials, Fujian Normal University, Fuzhou 350007)
  • Received:2010-07-18 Revised:2010-11-11 Published:2010-12-22

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以杯[6]芳烃和杯[6]-1,4-冠-4为起始原料, 经过醚化引入酯基, 接着用水合肼肼解得到杯[6]酰肼衍生物2和6, 然后再与水杨醛进行缩合反应, 高产率合成了两例杯[6]酰腙衍生物3和7. 化合物6与2倍的二水杨醛乙二醚进行 “1＋2”缩合反应, 得到了一例新型结构的杯[6]-1,4-2,6-3,5-三桥联酰腙衍生物8, 产率73%. 新化合物2, 3, 6, 7和8的结构经元素分析、红外光谱、质谱、核磁共振谱等证实.

关键词: 杯[6]芳烃, 三桥联, 酰腙, 合成

Using calix[6]arene and calix[6]-1,4-crown-4 as starting materials, calix[6]arene hydrazide derivatives 2 and 6 were prepared by introducing ester groups with etherification and following hydrazinolysis reaction. Condensating 2 and 6 with salicylaldehyde gave two calix[6]arene hydrazone derivatives in high yields. By the “1＋2” condensation of compound 6 with 2 equiv. ethylene glycol disalicylaldehyde ether, a novel calix[6]-1,4-2,6-3,5-tri-bridging hydrazone derivative was synthesized in 73% yield. The structures of new compounds 2, 3, 6, 7 and 8 were characterized by elemental analyses, IR, ESI-MS, 1H NMR, etc.

Key words: calix[6]arene, tri-bridging, hydrazone, synthesis