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有机化学
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有机化学 ›› 2012, Vol. 32 ›› Issue (12): 2350-2353.DOI: 10.6023/cjoc201207012 上一篇    下一篇

研究简报

简便合成新型四桥联双杯[4]管道和1,2-3,4-双桥联杯[4]芳烃

张瑛美a, 杨发福a,b, 白小艳a, 刘志强a, 郭红玉a   

  1. a 福建师范大学化学与材料学院 福州 350007;
    b 福建省高分子材料重点实验室 福州 350007
  • 收稿日期:2012-07-08 修回日期:2012-08-25 发布日期:2012-08-30
  • 通讯作者: 杨发福 E-mail:yangfafu@fjnu.edu.cn
  • 基金资助:
    国家自然科学基金(No. 20402002)、福建省自然科学基金(No. 2011J01031)、福建省高校杰出青年科研人才培育计划(No. JA10056)和福建省教育厅重点(No. JA11044)资助项目.

Convenient Synthesis of Novel Tetra-bridged Biscalix[4]tube and 1,2-3,4-Bis-bridged Calix[4]arene

Zhang Yingmeia, Yang Fafua,b, Bai Xiaoyana, Liu Zhiqianga, Guo Hongyua   

  1. a College of Chemistry and Materials, Fujian Normal University, Fuzhou 350007;
    b Fujian Key Laboratory of Polymer Materials, Fuzhou 350007
  • Received:2012-07-08 Revised:2012-08-25 Published:2012-08-30
  • Supported by:
    Project supported by the National Natural Science Foundation of China (No. 20402002), the Natural Science Foundation of Fujian Province (No. 2011J01031), the Project of Fujian Provincial Department of Education (No. JA11044) and the Program for Excellent Young Researchers in University of Fujian Province (No. JA10056).

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被引次数

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报道了一种间接缩合法高产率简便合成新型四桥联双杯[4]管道和1,2-3,4-双桥联杯[4]芳烃. 杯[4]二酰肼衍生物2与丁二酸酐发生开环反应, 以95%的产率得到杯[4]羧酸衍生物4. 化合物4在DCC/DMAP/CH2Cl2体系中发生分子间自缩合反应, 以90%产率得到新型四桥联双杯[4]管道6. 改用高度稀释的条件则以26%的产率得到新型1,2-3,4-双桥联杯[4]芳烃5. 新化合物的结构与构象经元素分析、红外、质谱、核磁共振谱等表征证实.

关键词: 双杯[4]管道, 双桥联杯[4]芳烃, 合成

This paper described the indirect and convenient syntheses of novel tetra-bridged calix[4]tube and 1,2-3,4-bis-bridged calix[4]arene in high yields. By the ring-opening reaction of calix[4]-bis-hydrazide derivative 2 with succinic anhydride, calix[4]arene carboxyl derivative 4 was obtained in 95% yield. Under the DCC/DMAP/CH2Cl2 system, novel tetra-bridged calix[4]tube 6 was prepared by the intermolecular self-condensation of compound 4 in 90% yield. Under the same system in high diluted condition, novel 1,2-3,4-bis-bridged calix[4]arene 5 was synthesized in 26% yield as by-product. The structures and conformations of new compounds were characterized by elemental analyses, IR, ESI-MS, 1H NMR, etc.

Key words: biscalix[4]tube, bis-bridged calix[4]arene, synthesis