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  

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

作　　者：张瑛美[1] 杨发福[1,2] 白小艳[1] 刘志强[1] 郭红玉[1] 

机构地区：[1]福建师范大学化学与材料学院,福州350007 [2]福建省高分子材料重点实验室,福州350007

出　　处：《有机化学》2012年第12期2350-2353,共4页Chinese Journal of Organic Chemistry

基　　金：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);福建省教育厅重点(No.JA11044)资助项目~~

摘　　要：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.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 suc- cinic anhydride, calix[4]arene carboxyl derivative 4 was obtained in 95% yield. Under the DCC/DMAP/CH2C12 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.

关 键 词：管道 芳烃 合成 

分 类 号：O621.2[理学—有机化学]