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有机化学
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有机化学 ›› 2006, Vol. 26 ›› Issue (06): 866-869. 上一篇    下一篇

研究简报

新型多重氮杂杯[4]芳烃衍生物的合成

杨发福*,1，季衍卿1，郭红玉1，林建荣1，彭奇2   

  1. (1福建师范大学化学与材料学院 福州 350007)
    (2中国科学院福建物质结构研究所 福州 3500022)
  • 收稿日期:2005-11-02 修回日期:2005-12-31 发布日期:2006-05-31
  • 通讯作者: 杨发福*

Syntheses of Novel Calix[4]arene Derivatives with Polyaza Groups

YANG Fa-Fu*,1,JI Yan-Qing1,GUO Hong-Yu1,LIN Jian-Rong1,PENG Qi2   

  1. (1 College of Chemistry and Materials, Fujian Normal University, Fuzhou 350007)
    (2 State Key Laboratory of Structural Chemistry, Fujian Institute of Research on the Structure of Matter,
    Chinese Academy of Sciences, Fuzhou 350002)
  • Received:2005-11-02 Revised:2005-12-31 Published:2006-05-31
  • Contact: YANG Fa-Fu

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988

被引次数

17

对叔丁基杯[4]芳烃-1,3-二醛基衍生物1与水杨酰肼、烟酰肼、异烟酰肼反应, 合成了具有开链结构新型杯[4]多重氮杂衍生物2a～2c, 产率分别为88%, 85%和90%. 化合物1与乙二酰肼、丙二酰肼、己二酰肼反应, 得到具有桥联结构的新型杯[4]多重氮杂衍生物3a～3c, 产率分别为86%, 89%和90%. 新化合物的结构经元素分析、质谱、核磁共振谱等表征证实, 杯[4]芳烃单元均为1,3-取代且采取锥式构象.

关键词: 杯[4]芳烃, 多重氮杂, 合成, 酰肼

The reaction of p-tert-butylcalix[4]-1,3-substituted benzaldehyde derivative 1 with salicylic hydrazide, nicotinic hydrazide or isonicotinic hydrazide gave a series of novel ring opening calix[4]arene derivatives 2a～2c containing polyaza groups in the yields of 88%, 85% and 90%, respectively. Treatment of compound 1 with oxalyl dihydrazide, malonic dihydrazide and adipic dihydrazide, afforded novel bridged calix[4]arene derivatives 3a～3c substituted with polyaza groups in the yields of 86%, 89% and 90%, respectively. All new compounds were characterized by elemental analyses, ESI-MS, 1H NMR spectra, which indicated that calix[4]arene units were 1,3-substituted pattern with cone conformation.

Key words: polyaza, hydrazide, synthesis, calix[4]arene