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Chin. J. Org. Chem. ›› 2012, Vol. 32 ›› Issue (12): 2350-2353.DOI: 10.6023/cjoc201207012 Previous Articles     Next Articles

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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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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