5,11,17,23-tetrakis(1,1-dimethylethyl)-25,27-bis<(ethoxycarbonyl)methoxy>-26,28-dipropoxycalix<4>arene | 145237-32-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 5,11,17,23-tetrakis(1,1-dimethylethyl)-25,27-bis<(ethoxycarbonyl)methoxy>-26,28-dipropoxycalix<4>arene
• 英文别名: 5,11,17,23-tetrakis(1,1-dimethylethyl)-25,27-bis[(ethoxycarbonyl)methoxy]-26,28-di(1-propoxy)calix[4]arene；5,11,17,23-tetra-tert-butyl-25,27-bis[(ethoxycarbonyl)methoxy]-26,28-dipropoxycalix[4]arene；5,11,17,23-tetrakis(1,1-dimethylethyl)-25,27-bis[(ethoxycarbonyl)methoxy]-26,28-dipropoxycalix[4]arene；Ethyl 2-[[5,11,17,23-tetratert-butyl-27-(2-ethoxy-2-oxoethoxy)-26,28-dipropoxy-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]acetate
• CAS: 145237-32-7
• 化学式: C₅₈H₈₀O₈
• 分子量: 905.268
• InChiKey: JYXABORXLVSRJT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  16.6
• 重原子数：
  66
• 可旋转键数：
  20
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  89.5
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  5,11,17,23-tetrakis(1,1-dimethylethyl)-25,27-bis<(ethoxycarbonyl)methoxy>-26,28-dipropoxycalix<4>arene 在 草酰氯 、 四甲基氢氧化铵 作用下， 以 四氢呋喃 、 四氯化碳 为溶剂， 生成 5,11,17,23-tetrakis(1,1-dimethylethyl)-25,27-bis(chlorocarboxymethoxy)-26,28-di(1-propoxy)calix[4]arene
  参考文献：
  名称：

  Metal-induced conversion of a ‘closed’ receptor to an ‘open’ receptor on a p-tert-butylcalix[4]arene diamide derivative; fluorescence detection of a molecular recognition process

  摘要：

  介绍了在钙[4]炔平台上设计的分子受体，这种受体在与 Na+ 结合时，会从分子内氢键的 "封闭 "形式转变为与蝶啶客体分子间氢键的 "开放 "形式。

  DOI：

  10.1039/c39930001533
• 作为产物：
  描述：

  5,11,17,23-tetra-t-butyl-25,26,27,28-tetrahydroxycalix-4-arene 在 sodium hydride 、 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 45.5h， 生成 5,11,17,23-tetrakis(1,1-dimethylethyl)-25,27-bis<(ethoxycarbonyl)methoxy>-26,28-dipropoxycalix<4>arene
  参考文献：
  名称：

  纳米篮在油井采出水中四面体含氧阴离子预浓缩中的应用

  摘要：

  本文介绍了一种基于超分子的微萃取技术，并检验了其在采出水中预浓缩四面体含氧阴离子的能力。合成并使用了锥形构象的二酸对叔丁基杯[4]芳烃。优化了相应的参数，包括配体浓度、水性分散剂的体积、盐效应和提取时间。线性范围、检测限 (S/N = 3) 和精密度（相对标准偏差，n = 6）分别确定在 1.0–280、2.0–42.0 μg/l 和 2.6–11.0% 的范围内。

  DOI：

  10.1080/10610278.2012.732225

文献信息

• Solvent extraction of alkali metals by di-ionizable nano-baskets
  作者：Bahram Mokhtari、Kobra Pourabdollah

  DOI：10.1080/00958972.2011.635790

  日期：2011.12.10

  competitive solvent extractions of alkali metals by nano-baskets of di-ionizable calix[4]arenes were studied using nine scaffolds and 34 calix[4]arene derivatives. The objective of this work is to assess the effect of changing the pendant groups as well as variation of macrocycle conformation, orientation, and position of pendant moieties upon the extraction efficiency, selectivity, and pH1/2 of calix[4]arene

  使用 9 种支架和 34 种杯 [4] 芳烃衍生物，研究了通过可二离子化杯 [4] 芳烃的纳米篮对碱金属的竞争性溶剂萃取。这项工作的目的是评估改变悬垂基团以及悬垂部分的大环构象、取向和位置的变化对杯[4]芳烃配合物的提取效率、选择性和 pH1/2 的影响。碱金属阳离子通过可二离子化杯[4]芳烃衍生物从水溶液中提取到氯仿中，并使用离子色谱法进行测量。结果表明，侧基中芳基的改变，改变了它们的顺反式和邻位副类似物的取向，显示出杯[4]芳烃配合物的选择性、提取效率和pH1/2没有变化。
• Emulsion Liquid Membranes for Effective Inclusion Extraction of Alkali Metals by Nanobaskets of Calixarene
  作者：Bahram Mokhtari、Kobra Pourabdollah

  DOI：10.1080/15533174.2012.654879

  日期：2012.8.1

  This article has been retracted

  这篇文章已经被撤回
• Potassium Selective Calix[4]semitubes
  作者：Philip R. A. Webber、Andrew Cowley、Michael G. B. Drew、Paul D. Beer

  DOI：10.1002/chem.200204518

  日期：2003.6.6

  ionophore consisting of two calix[4]arene units linked through the lower rim by two ethylene chains, in combination with propyl ether and phenolic functional groups, has been developed. These calix[4]semitube molecules exhibit remarkable selectivity and fast complexation kinetics for potassium over all Group 1 metal cations. Molecular modelling studies, using structural models derived from crystallographic

  已经开发出一种新型的离子载体，该离子载体由两个通过两个乙烯链通过下缘连接的杯[4]芳烃单元与丙基醚和酚官能团组成。这些杯[4]半管分子对所有第1组金属阳离子显示出显着的钾选择性和快速络合动力学。分子建模研究使用了从晶体学数据得出的结构模型，表明钾阳离子是通过水平，侧向途径而不是通过杯[4]芳烃环复合的。半管结构的各个杯[4]芳烃之间的桥接亚烷基链的长度决定了碱金属阳离子结合的强度和选择性。
• Transduction of selective recognition of heavy metal ions by chemically modified field effect transistors (CHEMFETs)
  作者：Peter L. H. M. Cobben、Richard J. M. Egberink、Johan G. Bomer、Piet Bergveld、Willem Verboom、David N. Reinhoudt

  DOI：10.1021/ja00052a063

  日期：1992.12

  Specifically substituted calix[4]arenes that complex selectively silver (2), copper (13), cadmium (23), and lead (29) cations were synthesized via di- and tetraalkylation of p-tert-butylcalix[4]arene. Calix[4]arenes derivatized with thioether, thioamide, and dithiocarbamoyl functionalities could be obtained in high overall yields. Integrated on a chemically modified field effect transistor (CHEMFET) the selective complexation of heavy metal ions by these calix[4]arenes is transduced directly into an electrical signal. An architecture for CHEMFETs is used in which a hydrophilic polyHEMA hydrogel is covalently attached between the gate oxide surface of a modified ISFET and the hydrophobic sensing membrane that contains the receptor molecule. CHEMFETs based on the calix[4]arene (2) with two diametrically substituted thioether functionalities responded selectively (60 mV decade-1) to a change in silver activity in the aqueous solution in the presence of potassium, calcium, cadmium, and copper ions (log K(ij) less-than-or-equal-to -4). The selectivity toward mercury (log K(ij) = -2.7) is comparable to the best neutral carrier based ISE so far. The calix[4]arene (13), with four dithiocarbamoyl groups, incorporated in a CHEMFET responsed Nernstian (30 mV decade-1) to a change in copper activity. The calix[4]arene (23), which has four dimethylthiocarbamoylmethoxyethoxy substituents, was selective in a CHEMFET (30 mV decade-1) toward cadmium in the presence of calcium and potassium ions. Two classes of ionophores can be distinguished for the selective detection of lead(II) cations by CHEMFETs, oxamide and thioamide ionophores, respectively. Tetrasubstitution of the calix[4]arene with thioamide groups (29) is a prerequisite for the selective detection of lead and leads to a highly selective CHEMFET (log K(ij) -3.4 to -5.2).
• “Metal-switched” molecular receptor site designed on a calix[4]arene platform
  作者：Hiroto Murakami、Seiji Shinkai

  DOI：10.1016/s0040-4039(00)60537-3

  日期：1993.6

  New calix[4]arene having a hydrogen-bonding receptor site near an ionophoric site was synthesized. The receptor site was activated from a ''closed'' form to an ''open'' form by the Na+-binding to the ionophoric site: that is, Na+ acts as a trigger for the ''opening'' of the molecular receptor site.