有机化学 ›› 2008, Vol. 28 ›› Issue (08): 1445-1447. 上一篇    下一篇

研究简报

苄连氮基桥联的双杯[4]芳烃的合成

刘朝晖 ; 杨发福* ; 郭红玉; 林建荣 ; 季衍卿   

  1. (福建师范大学化学与材料学院 福州 350007)
  • 收稿日期:2007-10-08 修回日期:2008-01-28 发布日期:2008-08-18
  • 通讯作者: 杨发福

Synthesis of Benzalazine-bridged Biscalix[4]arene

LIU, Chao-Hui ; YANG, Fa-Fu* ; GUO, Hong-Yu ; LIN, Jian-Rong; JI, Yan-Qing   

  1. (College of Chemistry and Materials, Fujian Normal University, Fuzhou 350007)
  • Received:2007-10-08 Revised:2008-01-28 Published:2008-08-18
  • Contact: YANG, Fa-Fu

对叔丁基杯[4]芳烃-1, 3-二醛基衍生物1分别与水杨醛腙、水合肼进行“1+2”和“2+2”缩合反应, 方便地合成了苄连氮基取代或桥联的新型杯[4]芳烃衍生物2和双杯[4]芳烃衍生物3, 产率分别为84%和81%. 新化合物的结构与构象经元素分析、质谱、核磁共振谱和1H-1H COSY谱图等表征证实, 双杯[4]芳烃衍生物3为空间结构完全对称的具有管状三维空腔的杯式构象.

关键词: 双杯[4]芳烃, 合成, 桥联, 苄连氮

By reacting 1,3-bis[2-(p-formylphenyloxy)ethyloxy]-p-tert-butylcalix[4]arene (1) with salicylide hydrazone or hydrazine hydrate in a “1+2”or a “2+2” condensation mode, a novel calix[4]arene derivative 2 or a biscalix[4]arene 3 bridged by benzalazine groups was conveniently obtained in a yield of 84% or 81%, respectively. The structures of all the new compounds were characterized by elemental analyses, ESI-MS, 1H NMR and 1H-1H COSY techniques, which indicate that biscalix[4]arene 3 adopts a symmetrical cone conformation with tube-cavity.

Key words: biscalix[4]arene, benzalazine, bridging, synthesis