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化学学报
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化学学报 ›› 2007, Vol. 65 ›› Issue (19): 2151-2154. 上一篇    下一篇

研究论文

二代螺环树形化合物1,2,3,4,5,6,7,8,9,10,11,12-十二氢-2,2;6,6;10,10-三[3,3-二(烷氧羰基)-1,1-环亚丁基二甲氧基]三亚苯基的合成

魏荣宝*, 李洪波, 梁娅   

  1. (天津理工大学化学化工学院 天津 300191)
  • 投稿日期:2007-03-03 修回日期:2007-04-17 发布日期:2007-10-14
  • 通讯作者: 魏荣宝

Synthesis of the Second Generation Spiro Dendrimer Compounds of 1,2,3,4,5,6,7,8,9,10,11,12-Dodecahydrogen-2,2;6,6;10,10- tris[3,3-di(alkoxycarbonyl)-1,1-cyclobutylenedimethoxy]triphenylene

WEI Rong-Bao*; LI Hong-Bo; LIANG Ya   

  1. (School of Chemistry & Chemical Engineering, Tianjin University of Technology, Tianjin 300191)
  • Received:2007-03-03 Revised:2007-04-17 Published:2007-10-14
  • Contact: WEI Rong-Bao

PDF

725

被引次数

24

以1,4-环己二酮、丙二酸二乙酯及多元醇等为原料, 经过两次“一锅煮”法合成了六种二代螺环树形化合物1,2,3,4,5,6,7,8,9,10,11,12-十二氢-2,2;6,6;10,10-三[3,3-二(烷氧羰基)-1,1-环亚丁基二甲氧基]三亚苯基螺环树形化合物, 其中烷氧基为异戊氧基、三羟甲基甲氧基、2,2-二溴甲基-3-羟丙氧基、2,2-二羟甲基丙氧基、二羟甲基膦甲氧基和(N-羟甲基-N-二羟甲基氨基乙基)甲氧基. 利用IR, NMR, MS和元素分析对合成的化合物进行了结构认证, 对影响反应的因素进行了讨论.

关键词: Hausmann反应, 季戊四醇, 一锅煮合成法, 螺环树形化合物

A series of spiro dendrimer compounds of 1,2,3,4,5,6,7,8,9,10,11,12-dodecahydrogen-2,2;6,6;10,10-tris[3,3-di(alkoxycarbonyl)-1,1-cyclobutylenedimethoxy]triphenylene were synthesized by using 1,4-cyclohexanedione, 2,2-bis(bromomethyl)-1,3-propylenediol, diethyl malonate, and poly-alcohols as starting materials via two one-pot reaction, in which the alkoxyl groups are isopentoxyl, tris(hydroxymethyl)methoxyl, 2,2-bis(bromomethyl)-3-hydroxypropyloxy, 2,2-bis(hydroxymethyl)propyloxy, bis(hydroxymethyl) phosphinylmethoxy and N-{2-[bis(hydroxylmethyl)amino]ethyl}-N-hydroxymethylaminomethoxy. The dendrimer and intermediates were identified by IR, 1H NMR, mass spectra and elemental analysis. The factors to influence the reactions were discussed.

Key words: Haussmann reaction, pentaerythritol, one pot synthesis, spiro dendrimer compound