高等学校化学学报 ›› 1992, Vol. 13 ›› Issue (9): 1202.

• 论文 • 上一篇    下一篇

N-(2-对甲苯磺酰胺基乙基)单氮杂冠醚的合成及其晶体结构

秦圣英, 周宗华, 刘学明   

  1. 四川大学化学系, 成都, 610064
  • 收稿日期:1991-09-08 出版日期:1992-09-24 发布日期:1992-09-24
  • 通讯作者: 秦圣英
  • 基金资助:

    国家自然科学基金

Synthesis and Crystal Structure of N-(2-Tosylamidoethyl)-monoazacrown Ethers

QIN Sheng-Ying, ZHOU Zong-Hua, LIU Xue-Ming   

  1. Department of Chemistry, Sichuan University, Chengdu, 610064
  • Received:1991-09-08 Online:1992-09-24 Published:1992-09-24

摘要: N-对甲苯磺酰基乙二胺分别与1,11-二碘-3,6,9-三氧杂十一烷和1,14-二碘-3,6,9,12-四氧杂十四烷反应,制得N-(2-对甲苯磺酰胺基乙基)单氮杂-12-冠-4或15-冠-5;当用N-(2-对甲苯磺酰胺基乙基)二乙醇胺与1,11-二对甲苯磺酸酯-3,6,9-三氧杂十一烷反应时,才能获得N-(2-对甲苯磺酰胺基乙基)单氮杂-18-冠-6.从甲醇溶液中培养得N-(2-对甲苯磺酰胺基乙基)单氮杂-12-冠-4单晶,属单斜晶系,P21/a空间群;a=1.4229(1)nm,b=0.9595(2)nm,c=1.4564(1)nm,β=102.20(1)°,V=1.9435nm3,Z=4.最终偏离因子R=0.043.

关键词: 单氮冠醚, 套索冠醚, 合成, 晶体结构

Abstract: N-Tosylethylenediamine reacted with appropriate polyglycol diiodide to give N-(2-to-sylamidoethyl)-monoaza-12-crown-4 (1) and-15-crown-5(2),but could not give-18-crown-6(3),which was obtained by the reaction of N-(2-tosylamidoethyl) diethanolamine (7) with tetraethyleneglycol ditosylate(8).The single crystal of 1 growing up from methanol solution belongs to monoclinic crystal system.The crystallographic data are;space group P21/a,a=1.4229(1) nm,b=0.9595(2) nm,c=1.4564(1) nm,β=102.20(1)°,V=1.9435 nm3,Z=4.The crystal structure was solved by the direct method in the packing of SDPstructure analyst-program.The refinement was carried out by the full-matrix least-square and the final Ris 0.043.The result shows the molecular configuration of 1,in which the ionizable tosylamide group was supported over the macrocyclic cavity by the ethylene group,is analogous to a desk lamp.

Key words: Monoazacrown ethers, Larait crown ethers, Synthesis, Crystal structure

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