2-{2-[2-(2-{2-[2-(5-{2-[2-(2-{2-[2-(2-hydroxy-ethoxy)-ethoxy]-ethoxy}-ethoxy)-ethoxy]-ethoxy}-naphthalen-1-yloxy)-ethoxy]-ethoxy}-ethoxy)-ethoxy]-ethoxy}-ethanol | 309920-44-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 2-{2-[2-(2-{2-[2-(5-{2-[2-(2-{2-[2-(2-hydroxy-ethoxy)-ethoxy]-ethoxy}-ethoxy)-ethoxy]-ethoxy}-naphthalen-1-yloxy)-ethoxy]-ethoxy}-ethoxy)-ethoxy]-ethoxy}-ethanol
• 英文别名: 1,5-bis(2-[2-(2-{2-[2-hydroxyethoxy]ethoxy}ethoxy)ethoxy]ethoxy)naphthalene
• CAS: 309920-44-3
• 化学式: C₃₄H₅₆O₁₄
• 分子量: 688.81
• InChiKey: RLDZKACTKFUUJT-UHFFFAOYSA-N

物化性质

• 沸点：
  751.6±60.0 °C(Predicted)
• 密度：
  1.160±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.75
• 重原子数：
  48.0
• 可旋转键数：
  36.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  151.22
• 氢给体数：
  2.0
• 氢受体数：
  14.0

反应信息

• 作为反应物：
  描述：

  2-{2-[2-(2-{2-[2-(5-{2-[2-(2-{2-[2-(2-hydroxy-ethoxy)-ethoxy]-ethoxy}-ethoxy)-ethoxy]-ethoxy}-naphthalen-1-yloxy)-ethoxy]-ethoxy}-ethoxy)-ethoxy]-ethoxy}-ethanol 在 4-二甲氨基吡啶 、 hydrazine hydrate 、 三乙胺 作用下， 以 乙醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 4.0h， 生成 17,17'-(naphthalene-1,5-diylbis(oxy))bis(3,6,9,12,15-pentaoxaheptadecan-1-amine)
  参考文献：
  名称：

  控制铜模板链烷烃合成中的大环化途径和产物拓扑†

  摘要：

  我们在这里报告说，可以通过偏向特定的大环化途径来控制铜模板链烷烃合成中的产物拓扑，从而为提高链烷烃的形成效率提供了额外的策略。通过非共价地改性有利于配体内环化的柔性结构单元，获得了线性[4] catenane。

  DOI：

  10.1039/c9cc02263e
• 作为产物：
  描述：

  六甘醇 在 potassium carbonate 、 potassium iodide 、 lithium bromide 、 silver(l) oxide 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 反应 36.25h， 生成 2-{2-[2-(2-{2-[2-(5-{2-[2-(2-{2-[2-(2-hydroxy-ethoxy)-ethoxy]-ethoxy}-ethoxy)-ethoxy]-ethoxy}-naphthalen-1-yloxy)-ethoxy]-ethoxy}-ethoxy)-ethoxy]-ethoxy}-ethanol
  参考文献：
  名称：

  （-Donor- s心脏起搏器-acceptor - s心脏起搏器-）n型Foldamer的结构微调。间隔段长度，温度和金属离子络合对折叠过程的影响

  摘要：

  据报道，一系列聚合物（PDA - n OE）的合成包含富电子的（供体）和电子不足的（受体）芳族单元的交替排列，它们通过柔性的低聚（氧乙烯）（n OE）间隔基连接。寡（氧乙烯）间隔基的长度从四（氧乙烯）（n = 4）到六（氧乙烯）（n = 6）有所不同，以检查这些聚合物通过链内电荷形成折叠结构的相对倾向，转移相邻供体和受体单元之间的相互作用。三种不同聚合物的质子NMR和UV可见光谱的比较清楚地表明PDA – 4OE具有最短的四（氧乙烯）间隔基的化合物，以新生形式表现出最大的折叠倾向。降低温度后，芳族质子的显着高场转移证实了PDA – 4OE折叠的更大趋势。另一方面，具有较长间隔基的聚合物的光谱显示出非常弱的温度依赖性，表明它们以新生形式折叠时很迟钝。但是，在合适的碱金属离子（或极性溶剂）存在下，具有较长的低聚（氧乙烯）间隔基的聚合物的光谱也表现出更强的温度依赖性（类似于P D A – 4OE

  DOI：

  10.1021/ma0478759

文献信息

• Donor–acceptor molecular figures-of-eight
  作者：Megan M. Boyle、Ross S. Forgan、Douglas C. Friedman、Jeremiah J. Gassensmith、Ronald A. Smaldone、J. Fraser Stoddart、Jean-Pierre Sauvage

  DOI：10.1039/c1cc15333a

  日期：——

  The intermolecular template-directed synthesis, separation and characterisation of two constitutional isomers that are self-complexing donor-acceptor [1]rotaxanes has been achieved by click chemistry, starting from a pi-electron deficient tetracationic cyclophane containing two azide functions and a pi-electron rich 1,5-dioxynaphthalene-containing polyether chain terminated by propargyl groups.

  分子间模板指导的合成，分离和表征是自配合的供体-受体[1]轮烷的两种结构异构体，它是通过点击化学方法完成的，它是从含有两个叠氮官能团和一个π-的π电子缺陷的四阳离子环烷开始的。由炔丙基终止的富含电子的含1,5-二氧萘的聚醚链。
• Synthesis and Conformational Characterization of Tethered, Self-Complexing 1,5-Dialkoxynaphthalene/1,4,5,8-Naphthalenetetracarboxylic Diimide Systems
  作者：Andrew J. Zych、Brent L. Iverson

  DOI：10.1021/ja0019225

  日期：2000.9.1

  Chemists are beginning to explore the abiotic folding of synthetic chains, and the term "foldamers" has been used to characterize oligomers with a strong inclination to adopt specific, compact conformations. The characterization of folded structure in solution is one of the difficult challenges facing the foldamer Field. Aedamers were the first foldamers to make use of aromatic-aromatic interactions in water to direct folding and were designed to have several spectroscopic handles with which to probe folding conformations in solution. Herein is reported the synthesis and spectroscopic characterization of eleven aedamer dimers, with linkers chosen to provide a spectrum of lengths and flexibilities. The dimers, composed of one electron rich (1,5-dialkoxynaphthalene) and one electron deficient (1,4,5,8-naphthalenetetracarboxylic diimide) aromatic group tethered by a linker, are the smallest aedamer folding unit. The powerful spectroscopic handles associated with the stacked aedamer groups were exploited in a comprehensive spectroscopic analysis of conformation that included UV-vis absorption spectroscopy, fluorescence measurements (including time-resolved studies), as well as detailed NMR studies. The spectra were interpreted in the context of molecular modeling/spectral prediction and structural models were developed for the different dimers in aqueous solution. In most instances, the observed data was best described by an ensemble of predicted structures as opposed to one or few conformers. Thus, in the case of these aedamer dimers, "folding" does not appear to imply a two-state model with a rigid, unique conformation. Rather, the reported analysis indicates the data can best be described by a more dynamic model in which a given molecule spends its time in different folded conformations that are related by having a characteristic face-to-face stacking arrangement of the aromatic units.
• Aromatic Donor–Acceptor Charge-Transfer and Metal-Ion-Complexation-Assisted Folding of a Synthetic Polymer
  作者：Suhrit Ghosh、S. Ramakrishnan

  DOI：10.1002/anie.200453860

  日期：2004.6.21
• Stereochemistry of Molecular Figures-of-Eight
  作者：Megan M. Boyle、Jeremiah J. Gassensmith、Adam C. Whalley、Ross S. Forgan、Ronald A. Smaldone、Karel J. Hartlieb、Anthea K. Blackburn、Jean-Pierre Sauvage、J. Fraser Stoddart

  DOI：10.1002/chem.201202070

  日期：2012.8.13

  AbstractA trans isomer of a figure‐of‐eight (Fo8) compound was prepared from an electron‐withdrawing cyclobis(paraquat‐p‐phenylene) derivative carrying trans‐disposed azide functions between its two phenylene rings. Copper(I)‐catalyzed azide–alkyne cycloadditions with a bispropargyl derivative of a polyether chain, interrupted in its midriff by an electron‐donating 1,5‐dioxynaphthalene unit acting as the template to organize the reactants prior to the onset of two click reactions, afforded the Fo8 compound with Ci symmetry. Exactly the same chemistry is performed on the cis‐bisazide of the tetracationic cyclophane to give a Fo8 compound with C2 symmetry. Both of these Fo8 compounds exist as major and very minor conformational isomers in solution. The major conformation in the trans series, which has been characterized by X‐ray crystallography, adopts a geometry which maximizes its CH⋅⋅⋅O interactions, while maintaining its π⋅⋅⋅π stacking and CH⋅⋅⋅π interactions. Ab initio calculations at the M06L level support the conformational assignments to the major and minor isomers in the trans series. Dynamic 1H NMR spectroscopy, supported by 2D 1H NMR experiments, indicates that the major and minor isomers in both the cis and trans series equilibrate in solution on the 1H NMR timescale rapidly above and slowly below room temperature.