5,11,17,23-tetra-tert-butyl-25-chloroformylmethoxy-26,27,28-tris(ethoxycarbonylmethoxy)calix[4]arene | 125379-28-4

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 5,11,17,23-tetra-tert-butyl-25-chloroformylmethoxy-26,27,28-tris(ethoxycarbonylmethoxy)calix[4]arene
• 英文别名: Ethyl 2-[[5,11,17,23-tetratert-butyl-26-(2-chloro-2-oxoethoxy)-27,28-bis(2-ethoxy-2-oxoethoxy)-25-pentacyclo[19.3.1.13,7.19,13.115,19]octacosa-1(25),3,5,7(28),9(27),10,12,15(26),16,18,21,23-dodecaenyl]oxy]acetate
• CAS: 125379-28-4；144371-59-5
• 化学式: C₅₈H₇₅ClO₁₁
• 分子量: 983.68
• InChiKey: HISLXLAINYPJAR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  15.7
• 重原子数：
  70
• 可旋转键数：
  22
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.52
• 拓扑面积：
  133
• 氢给体数：
  0
• 氢受体数：
  11

反应信息

• 作为反应物：
  描述：

  5,11,17,23-tetra-tert-butyl-25-chloroformylmethoxy-26,27,28-tris(ethoxycarbonylmethoxy)calix[4]arene 在 potassium carbonate 、 三乙胺 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 0.33h， 生成 <<15,35,55,75-tetra-tert-butyl-72-<<<(1-naphthalene)methyl>carbamoyl>methoxy>-1,3,5,7-tetrabenzocyclooctophane-12,32,52-triyl>trioxy>triacetic acid
  参考文献：
  名称：

  New Sensitizer-Modified Calix[4]arenes Enabling Near-UV Excitation of Complexed Luminescent Lanthanide Ions

  摘要：

  The synthesis is described of a series of calix[4]arenes with three different sensitizer chromophores (''antenna'') attached to the lower rim via a short spacer. In the Eu3+ and Tb3+ complexes of these calixarenes, photoexcitation of the antenna can induce lanthanide emission via intramolecular energy transfer. Although the higher energy of the Tb3+ luminescent state makes it more difficult to sensitize than in the case of Eu3+, especially a triphenylene antenna is found to have strong sensitizing ability toward not only Eu3+ but also Tb3+, allowing excitation of the lanthanide with wavelengths extending to 350 nm.

  DOI：

  10.1021/ja00142a004
• 作为产物：
  描述：

  4-叔丁基杯[4]芳烃-四乙酸乙酯 在 氯化亚砜 、 三氟乙酸 作用下， 生成 5,11,17,23-tetra-tert-butyl-25-chloroformylmethoxy-26,27,28-tris(ethoxycarbonylmethoxy)calix[4]arene
  参考文献：
  名称：

  Polymeric calixarenes. Synthesis, polymerisation and Na+ complexation of a calix[4]arene methacrylate

  摘要：

  已从对叔丁基杯[4]芳烃制备了杯[4]芳烃甲基丙烯酸酯，并在自由基条件下聚合：单体和聚合物均与硫氰酸钠形成稳定的络合物。

  DOI：

  10.1039/c39910001224

文献信息

• Novel chromogenic ligands for lithium and sodium based on calix[4]arene tetraesters
  作者：Mary McCarrick、Bei Wu、Steven J. Harris、Dermot Diamond、Geraldine Barrett、M. Anthony McKervey

  DOI：10.1039/c39920001287

  日期：——

  Two new chromogenic calix[4]arene tetraesters bearing nitrophenol residues display a striking cation-selective shift in absorbance maximum from the ultraviolet to the visible region in the presence of base upon addition of lithium ion or, to a lesser extent, sodium ion; the metal salt causes a change from colourless to yellow, the colour density being concentration dependent.

  两种新的含硝基酚残基的色谱型四羧酸钙克斯[4]芳烃四酯在碱存在下，加入锂离子或在较小程度上钠离子时，显示出显著的阳离子选择性吸光度最大值从紫外区向可见区的迁移；金属盐导致颜色从无色变为黄色，颜色的浓度依赖性。
• Sensitized Near-Infrared Emission from Nd3+ and Er3+ Complexes of Fluorescein-Bearing Calix[4]arene Cages
  作者：Manon P. Oude Wolbers、Frank C. J. M. van Veggel、Frank G. A. Peters、Eric S. E. van Beelen、Johannes W. Hofstraat、Frank A. J. Geurts、David N. Reinhoudt

  DOI：10.1002/(sici)1521-3765(19980515)4:5<772::aid-chem772>3.0.co;2-3

  日期：——
• Arnaud-Neu, Francoise; Barrett, Geraldine; Cremin, Suzanne, Journal of the Chemical Society. Perkin transactions II, 1992, # 7, p. 1119 - 1125
  作者：Arnaud-Neu, Francoise、Barrett, Geraldine、Cremin, Suzanne、Deasy, Mary、Ferguson, George、et al.

  DOI：——

  日期：——
• McKervey, M. Anthony; Owens, Michael; Schulten, Hans-Rolf, Angewandte Chemie, 1990, vol. 102, # 3, p. 326 - 328
  作者：McKervey, M. Anthony、Owens, Michael、Schulten, Hans-Rolf、Vogt, Walter、Boehmer, Volker

  DOI：——

  日期：——
• Dynamic Factors in the Design of Redox-switched Calix[4]arene Cationophores.
  作者：Donald Bethell、Gary Dougherty、Domenico C. Cupertino、Lage Pettersson、Louisa Barré、Ole Hammerich、Inger Søtofte、Bengt Långström

  DOI：10.3891/acta.chem.scand.52-0407

  日期：——

  Syntheses are described of four calix [4] arenes, each bearing a 9,10-anthraquinone moiety as a redox switch to modify cation binding. The first compound, having a triester-amide lariat-type structure, showed no experimental evidence (from cyclic voltammetry in acetonitrile solution) for enhancement of binding of alkalimetal cations, indicating negligible interaction between the binding site and the switchable group. Computer modelling showed that a large steric barrier prevents rotation of the switch into the energetically favourable position that would enhance cation binding. Compounds in which the anthraquinone formed part of a 1,3-bridging unit spanning the lower rim of the calix showed large cation-binding enhancements, the values being affected by the other, auxiliary groups on the lower rim of the calixarene. Unusual CV behaviour was observed in the case of the compound with two methoxy auxiliary donor groups in the presence of K+, but not with Na+. Computer meddling and NMR spectroscopic evidence indicates that this effect Is attributable to a slow change of the calixarene from a cone to a partial cone conformation in binding K+, whereas the smaller Na+ fits easily into the available cavity of the cone conformation.