25,28,31,34,37,40-Hexaoxahexacyclo[21.18.1.17,11.113,17.05,41.019,24]tetratetraconta-1,3,5(41),7,9,11(44),13(43),14,16,19(24),20,22-dodecaene-43,44-diol | 398456-01-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 25,28,31,34,37,40-Hexaoxahexacyclo[21.18.1.17,11.113,17.05,41.019,24]tetratetraconta-1,3,5(41),7,9,11(44),13(43),14,16,19(24),20,22-dodecaene-43,44-diol
• 英文别名: 25,28,31,34,37,40-hexaoxahexacyclo[21.18.1.17,11.113,17.05,41.019,24]tetratetraconta-1,3,5(41),7,9,11(44),13(43),14,16,19(24),20,22-dodecaene-43,44-diol
• CAS: 398456-01-4
• 化学式: C₃₈H₄₂O₈
• 分子量: 626.747
• InChiKey: YURNKMIPPDXYEE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.1
• 重原子数：
  46
• 可旋转键数：
  0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.37
• 拓扑面积：
  95.8
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  25,28,31,34,37,40-Hexaoxahexacyclo[21.18.1.17,11.113,17.05,41.019,24]tetratetraconta-1,3,5(41),7,9,11(44),13(43),14,16,19(24),20,22-dodecaene-43,44-diol 在 四丁基氢氧化铵 、 sodium hydride 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 24.0h， 生成 cone 25,26-di(carboxymethoxy)calix[4]arene1,2-crown-6
  参考文献：
  名称：

  Application of Nano-Baskets for Extraction of Lanthanides

  摘要：

  我们合成了八种质子可二离子化的二酸纳米篮构象，包括 25,26-二（羧基甲氧基）钙[4]烯-crown-3、-crown-4、-crown-5 和 -crown-6 锥构象，并证明它们能有效地萃取镧系阳离子。它们的选择性在很大程度上受溶液酸度和钙钛矿冠构象的影响。将对叔丁基分子置于上边缘可提高萃取负荷。带有冠-4-醚分子的支架的负载量最小，而带有冠-3-和冠-5-醚分子的支架的选择性最好。

  DOI：

  10.3184/174751912x13527973569178
• 作为产物：
  描述：

  5,11,17,23-tetra-t-butyl-25,26,27,28-tetrahydroxycalix-4-arene 在 aluminum (III) chloride 、 sodium hydride 、 苯酚 作用下， 以 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 反应 6.0h， 生成 25,28,31,34,37,40-Hexaoxahexacyclo[21.18.1.17,11.113,17.05,41.019,24]tetratetraconta-1,3,5(41),7,9,11(44),13(43),14,16,19(24),20,22-dodecaene-43,44-diol
  参考文献：
  名称：

  Application of Nano-Baskets for Extraction of Lanthanides

  摘要：

  我们合成了八种质子可二离子化的二酸纳米篮构象，包括 25,26-二（羧基甲氧基）钙[4]烯-crown-3、-crown-4、-crown-5 和 -crown-6 锥构象，并证明它们能有效地萃取镧系阳离子。它们的选择性在很大程度上受溶液酸度和钙钛矿冠构象的影响。将对叔丁基分子置于上边缘可提高萃取负荷。带有冠-4-醚分子的支架的负载量最小，而带有冠-3-和冠-5-醚分子的支架的选择性最好。

  DOI：

  10.3184/174751912x13527973569178

文献信息

• Effect of Crown Ring Size and Upper Moiety on the Extraction of s-Block Metals by Ionizable Calixcrown Nano-baskets
  作者：Bahram Mokhtari、Kobra Pourabdollah

  DOI：10.5012/bkcs.2011.32.11.3979

  日期：2011.11.20

  verified by H and C NMR spectroscopy, IR spectroscopy and elemental analysis. The competitive solvent extractions of alkali and alkaline earth metal cations were studied using such nano-baskets. The novelty of this study is including three binding units of calixarene's bowl, crown ether's ring and electron-donor ionizable moieties in a unique scaffold to assess the binding tendency towards the cations. The

  合成了8个锥形25,26-二(羧甲氧基)杯[4]芳烃冠-3,4,5,6的可电离纳米篮，并通过H和C NMR光谱、IR光谱和元素分析进行​​了验证。使用这种纳米篮研究了碱金属和碱土金属阳离子的竞争性溶剂萃取。本研究的新颖之处在于在一个独特的支架中包括三个结合单元，即杯芳烃碗、冠醚环和电子供体可电离部分，以评估对阳离子的结合趋势。这项工作的目的是研究此类配合物的萃取效率、选择性和 pH1/2。溶剂萃取实验结果表明，这些化合物是碱金属和碱土金属阳离子的有效萃取剂。它们的选择性很大程度上受溶液酸度和杯冠构象的影响。一种构象异构体在 pH ≥ 4 时对 Na 具有选择性，而另一种在 pH 6 及更高时对 Ba 具有高度选择性。
• Di-ionizable calix[4]arene-1,2-crown-5 and -crown-6 ethers in cone conformations: synthesis and divalent metal ion extraction
  作者：Chuqiao Tu、Kazimierz Surowiec、Jerzy Gega、David W. Purkiss、Richard A. Bartsch

  DOI：10.1016/j.tet.2007.11.065

  日期：2008.2

  the other hand, the dicarboxylic acid analogues exhibit little selectivity in extraction of alkaline earth metal cations. For single species extractions of Pb2+, the ligands with both types of ionizable groups show very good extractions abilities. In single species extractions of Hg2+, the N-(X)sulfonyl carboxamide ligands are highly efficient, in contrast to the dicarboxylic acid compounds. Influences

  合成了圆锥构象的两个系列的可电离的杯[4]芳烃-1,2-crown-5和-crown-6醚。可电离的基团是氧乙酸部分和带有X =甲基，苯基，4-硝基苯基和三氟甲基的N-（X）磺酰基氧乙酰胺单元，可“调节”其酸度。为了竞争性地从水溶液中萃取碱土金属阳离子到氯仿中，新的具有N-（X）磺酰基氨基甲酰基基团的配体是具有Ba 2+选择性的有效萃取剂。另一方面，二羧酸类似物在碱土金属阳离子的提取中显示出很小的选择性。用于单一物种的Pb 2+萃取，具有两种类型的可电离基团的配体显示出非常好的提取能力。在Hg 2+的单一物种提取中，与二羧酸化合物相比，N-（X）磺酰基羧酰胺配体是高效的。可电离基团的身份，冠醚环的大小，和上缘的存在的影响p -叔丁基对二价金属离子提取组进行了探索。
• Electrochemical Study of Structural Effects in Complexation of Nano-baskets: Calix[4]-1,2-crown-3, -crown-4, -crown-5, -crown-6
  作者：Bahram Mokhtari、Kobra Pourabdollah

  DOI：10.1080/15533174.2012.680131

  日期：2012.9.1

  Eight nano-baskets of calix[4]arene-1,2-crown-3, -crown-4, -crown-5, -crown-6 were synthesized and their binding abilities towards alkali and alkaline earth metals as well as some lanthanides were studied using differential pulse voltammetry. The novelty of this study was investigation of those macrocyclic complexes by voltammetric behaviors of two acidic moieties in each scaffold during complexation of crown ether ring. The results revealed that by increasing the binding ability of macrocycle and cation, the anodic oxidation peak of carboxylic acids was decreased. Moreover, the voltammetric traces of low energy complexes did not affected by encapsulated cations in the coordination space of crown ether.
• Facile synthesis of cone p-tert-butylcalix[4]arene-crown conformers
  作者：Elena A. Alekseeva、Stepan S. Basok、Alexander V. Mazepa、Andrei I. Gren

  DOI：10.1016/j.mencom.2007.11.010

  日期：2007.11

  The series of p-tert-butylcalix[4]arene-crowns in the cone conformation was synthesised in high yields under conditions producing disubstituted calix[4]arenes in the presence of K2CO3 in acetonitrile; the formation of calix-bis(crown)s and doubly(calix)-doubly(crown) in these reactions was established.
• Water-soluble para -sulfonated 1,2;3,4-calix[4]arene-biscrowns in the cone conformation
  作者：Alexandre Mathieu、Zouhair Asfari、Jacques Vicens

  DOI：10.1016/s0040-4039(01)02399-1

  日期：2002.2

  Water-soluble 1,2:3,4-calix[4]arene-biscrowns (14)-(18) have been synthesized in two or three steps via chlorosulfonation. Cs+-ligand interactions were studied in aqueous media by H-1 NMR. (C) 2002 Elsevier Science Ltd. All rights reserved.