1,4,7,10,14,17,20,23-octaoxacyclohexacosane-11,13,24,26-tetraone | 84449-28-5

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 大环内酯类和类似物
• 英文名称: 1,4,7,10,14,17,20,23-octaoxacyclohexacosane-11,13,24,26-tetraone
• 英文别名: cyclo[2]triethyleneglycolmalonate；1,4,7,10,14,17,20,23-Octaoxacyclohexacosane-11,13,24,26-tetrone
• CAS: 84449-28-5
• 化学式: C₁₈H₂₈O₁₂
• 分子量: 436.413
• InChiKey: XAOUULQEGRPAGZ-UHFFFAOYSA-N

物化性质

• 沸点：
  795.2±60.0 °C(Predicted)
• 密度：
  1.162±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.8
• 重原子数：
  30
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.78
• 拓扑面积：
  142
• 氢给体数：
  0
• 氢受体数：
  12

反应信息

• 作为反应物：
  描述：

  1,4,7,10,14,17,20,23-octaoxacyclohexacosane-11,13,24,26-tetraone 在 4-乙酰氨基苯磺酰叠氮 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 二氯甲烷 为溶剂， 以80%的产率得到12,25-bisdiazo-1,4,7,10,14,17,20,23-octaoxacyclohexacosane-11,13,24,26-tetraone
  参考文献：
  名称：

  Reactions of macrocyclic rhodium carbenoids: regioselective synthesis of indol-3-yl macrocyclic lactones and cryptands

  摘要：

  A wide variety of new macrocyclic diazocarbonyl compounds with various spacers was synthesized. Macrocyclic rhodium(H) carberioid insertion with various substituted indoles was performed to afford regioselectively, indol-3-yl macrocyclic di- or tetralactones (C3-alkylation). Double carberioid insertion was also performed to afford indolyl cryptand molecules. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2007.11.102
• 作为产物：
  描述：

  三甘醇单苄醚 在 palladium on activated charcoal 氢气 作用下， 以 四氢呋喃 、 乙醇 、 甲苯 、 苯 为溶剂， 反应 61.0h， 生成 1,4,7,10,14,17,20,23-octaoxacyclohexacosane-11,13,24,26-tetraone
  参考文献：
  名称：

  Fullerene Ylidene Malonate Supramolecular Triads

  摘要：

  DOI：

  10.1002/1099-0690(200210)2002:20<3385::aid-ejoc3385>3.0.co;2-v

文献信息

• Macrocyclic Cyclo[n]malonates – Synthetic Aspects and Observation of Columnar Arrangements by X-ray Crystallography
  作者：Nikos Chronakis、Torsten Brandmüller、Christian Kovacs、Uwe Reuther、Wolfgang Donaubauer、Frank Hampel、Felix Fischer、François Diederich、Andreas Hirsch

  DOI：10.1002/ejoc.200500921

  日期：2006.5

  interest are the macrocyclic bismalonates, as they show pronounced crystallisability and arrange into columnar motifs in the solid state. They feature distinctive dihedral angles: all ester moieties adopt anti conformations whereas the planes of the carboxy moieties of each malonate residue arrange in an approximately orthogonal fashion. The latter geometry is enforced by the macrocyclic structures, as

  通过丙二酰二氯与α,ω-二醇缩合，一步法合成了多种非手性和手性大环低聚丙二酸酯。我们通过改变二醇中间隔物的长度和类型研究了这种方法的适用性。产品分布分析表明，单体、二聚或三聚大环丙二酸酯的优先形成可以通过选择具有连接羟基的特定间隔基的二醇来控制。特别令人感兴趣的是大环双丙二酸酯，因为它们显示出明显的结晶性并在固态下排列成柱状图案。它们具有独特的二面角：所有酯部分都采用反构象，而每个丙二酸酯残基的羧基部分的平面以近似正交的方式排列。正如剑桥结构数据库中的构象搜索所揭示的那样，后一种几何结构由大环结构强制执行。X 射线衍射数据表明，C=O...H-C 和 C-O...H-C 氢键稳定了二聚环的柱状排列并形成管状组件。(© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2006)
• C2 Symmetrical double chromophores: cooperativity effects in lanthanide ion complexationElectronic supplementary information (ESI) available: chemical shifts for diastereoisomeric pairs 4/5 in C6D6 solutions (300 MHz). See http://www.rsc.org/suppdata/ob/b4/b403494e/
  作者：Dario Pasini、Pier Paolo Righetti、Michele Zema

  DOI：10.1039/b403494e

  日期：——

  We describe the synthesis and characterization of C2 symmetrical double chromophores, in which two identical chromophores are linked through ethylene glycol spacers of increasing lengths. The complexation ability of the trans stereopure form for each diastereoisomeric pair showed how the two chromophores, when the spacer unit is comprised of a diethylene or a triethylene glycol moiety, are able to interact in a positive way, stabilizing the resulting complexes when compared with single chromophore analogous compounds.

  我们描述了C2对称双发色团的合成和特性，其中两个相同的发色团通过长度不断增加的乙二醇间隔物连接。对于每个非对映异构体对，反式立体纯形式的络合能力表明，当间隔单元由二乙二醇或三乙二醇部分组成时，两个发色团能够以积极的方式相互作用，与单发色团类似化合物相比，稳定了所得络合物。
• Selective Syntheses of Novel Polyether Fullerene Multiple Adducts
  作者：Zhiguo Zhou、David I. Schuster、Stephen R. Wilson

  DOI：10.1021/jo034542l

  日期：2003.10.1

  We have applied a modified macrocyclic tether approach to control multiple additions to C-60. The technique of He-3 NMR was used to confirm the selective formation of specific C-60 multiple adducts by the macrocyclic tether approach. An oligoglycol was used as a flexible linker to produce macrocyclic polyether-linked malonates 5, 6, 8, and 9 under solid-liquid PTC (phase-transfer-catalysis) conditions. The formation of a single C60 tris-adduct, 3, from macrocyclic malonate 1 and (HeC60)-He-3-C-@ was proven by He-3 NMR. Similarly, multiple additions to C-60 of macrocyclic polyether malonate 5 gave C-60 bis-adduct 10 selectively, while the reaction of C-60 with macrocyclic malonate 8 gave bis-adducts 11 and 12. A similar process with macrocyclic malonate 6 gave tris-adduct 13 with high selectivity as well. Saponification of these C-60 multiple adducts gives the corresponding polyacids that are potentially useful in biological applications. Macrocyclic polyether fullerenes are a new class of ionophores, which could be interesting for molecular recognition and for the development of biosensors.
• Fullerene Ylidene Malonate Supramolecular Triads
  作者：Luigi Garlaschelli、Ivano Messina、Dario Pasini、Pier Paolo Righetti

  DOI：10.1002/1099-0690(200210)2002:20<3385::aid-ejoc3385>3.0.co;2-v

  日期：2002.10
• Reactions of macrocyclic rhodium carbenoids: regioselective synthesis of indol-3-yl macrocyclic lactones and cryptands
  作者：Sengodagounder Muthusamy、Boopathy Gnanaprakasam

  DOI：10.1016/j.tetlet.2007.11.102

  日期：2008.1

  A wide variety of new macrocyclic diazocarbonyl compounds with various spacers was synthesized. Macrocyclic rhodium(H) carberioid insertion with various substituted indoles was performed to afford regioselectively, indol-3-yl macrocyclic di- or tetralactones (C3-alkylation). Double carberioid insertion was also performed to afford indolyl cryptand molecules. (C) 2007 Elsevier Ltd. All rights reserved.