5,11,17,23-tetra-tert-butyl-25,26,27,28-tetrakis(N-ethyl-carbamoylmethoxy)calix[4]arene | 306272-43-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 5,11,17,23-tetra-tert-butyl-25,26,27,28-tetrakis(N-ethyl-carbamoylmethoxy)calix[4]arene
• 英文别名: N-ethyl-2-[[5,11,17,23-tetratert-butyl-26,27,28-tris[2-(ethylamino)-2-oxoethoxy]-25-pentacyclo[19.3.1.13,7.19,13.115,19]octacosa-1(24),3,5,7(28),9,11,13(27),15(26),16,18,21(25),22-dodecaenyl]oxy]acetamide
• CAS: 306272-43-5
• 化学式: C₆₀H₈₄N₄O₈
• 分子量: 989.349
• InChiKey: YMJJNNAUFSEBKH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  13.1
• 重原子数：
  72
• 可旋转键数：
  20
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  153
• 氢给体数：
  4
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  5,11,17,23-tetra-tert-butyl-25,26,27,28-tetrakis(N-ethyl-carbamoylmethoxy)calix[4]arene 在 劳森试剂 作用下， 以 甲苯 为溶剂， 以72%的产率得到25,26,27,28-tetrakis(N-ethylthiocarbamoylmethoxy)-5,11,17,23-tetratert-butylcalix[4]arene
  参考文献：
  名称：

  Lower rim substituted p-tert-butyl calix[4]arene; Part 14. Synthesis, structures and binding studies of calix[4]arene thioamides

  摘要：

  我们合成了一些对叔丁基钙[4]炔硫代酰胺，并通过 1H-NMR 和元素分析对其进行了表征。化合物 1-5 是具有-CH2-C(=S)-N-X 基团的 O 取代衍生物，其中 NX = morpholidyl, NEt2, NHC2H4Ph, NHCH2Ph 和 NHEt 分别为-CH2-C(=S)-N-X 基团。本文展示了配体 1、3、5 和复合物 3-Pb(ClO4)2（化合物 6）的 X 射线结构，并确定了它们略微扭曲的锥形构象。研究了硫酰胺功能的性质（二级或三级）对一些选定金属阳离子萃取性的影响。所有这些钙烯类化合物对 Ag+ 的萃取率都最高，而三级硫代酰胺对 Pb2+ 的萃取率则高于二级硫代酰胺。

  DOI：

  10.1007/s10847-010-9735-2

文献信息

• UV-Vis and ESI MS/MS Study of Calix[4]arene Derivatives and Their Lanthanide Complexes
  作者：Marina Tranfić Bakić、Mariela Soledad Espinosa、Nikola Cindro、Leo Frkanec、Paola Alejandra Babay、Nives Galić

  DOI：10.5562/cca3288

  日期：——

  Coordination properties of calix[4]arenes bearing substituents on the lower rim: tetraethyl ester (1), tetraethylamide (2), and newly synthesized tetraethylmethylamide derivative (3), towards selected lanthanide cations (La3+, Eu3+, Yb3+) were studied by spectrophotometric titrations. No complexation was observed with ester derivative, while amide derivatives formed 1:1 complexes and bound lanthanide cations very efficiently (lgK(La2) = 5.1; lgK(Eu2) >= 6; lgK(Yb2) >= 6; lgK(La3) >= 6; lgK(Eu3) >= 6; lgK(Yb3) >= 6). The ligands and complexes were also analysed by ESI MS and MS/MS spectrometry. Both inductive cleavage and proton rearrangement fragmentation reactions were observed. Corresponding fragmentation pathways were proposed. The results obtained by MS analysis were in accordance with those obtained by spectrophotometric titrations.