4,4′-((((oxybis(ethane-2,1-diyl))bis(oxy))bis(ethane-2,1-diyl))-bis(oxy))bis(methylbenzene) | 412931-61-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 4,4′-((((oxybis(ethane-2,1-diyl))bis(oxy))bis(ethane-2,1-diyl))-bis(oxy))bis(methylbenzene)
• 英文别名: 1,11-Di(p-methylphenoxy)-3,6,9-trioxaundecane；1,13-di-p-tolyl-1,4,7,10,13-pentaoxatridecane；1-Methyl-4-[2-[2-[2-[2-(4-methylphenoxy)ethoxy]ethoxy]ethoxy]ethoxy]benzene
• CAS: 412931-61-4
• 化学式: C₂₂H₃₀O₅
• 分子量: 374.477
• InChiKey: APDXLJQCDFTQCL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  27
• 可旋转键数：
  14
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  46.2
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  4,4′-((((oxybis(ethane-2,1-diyl))bis(oxy))bis(ethane-2,1-diyl))-bis(oxy))bis(methylbenzene) 在 N-溴代丁二酰亚胺(NBS) 、 偶氮二异丁腈 作用下， 以 四氯化碳 为溶剂， 反应 4.0h， 以53%的产率得到1,11-Di(p-bromomethylphenoxy)-3,6,9-trioxaundecane
  参考文献：
  名称：

  Self-Complementary [2]Catenanes and Their Related [3]Catenanes

  摘要：

  Three [3]catenanes with cavities large enough to accommodate aromatic guests have been designed and synthesized (yields = 5-20 %) by means of kinetically controlled self-assembly processes The X-ray structural analysis of one of three [3]catenanes confirmed the presence of a rectangular cavity (dimensions = 7 x 11 Angstrom) lined by pi-electron-rich recognition sites and hydrogen-bond acceptor groups. Ln spite of their apparently ideal recognition features, none of these [3]catenanes bind guests incorporating a pi-electron-deficient bipyridinium unit. However, the template-directed syntheses of the [3]catenanes also produce, in yields of 2-23%, [2]catenanes incorporating a 1,5-dioxynaphtho[38]crown-10 interlocked with a bipyridinium-based tetracationic cyclophane. The X-ray structural analyses of two of these [2]catenanes revealed that a combination of [pi ... pi] and [C-H ... pi] interactions is responsible for the formation of supramolecular homodimers in the solid state. H-1 NMR spectroscopic investigations of the four [2]catenanes demonstrated that supramolecular homodimers are also formed (K-a-17-31 M-1, T = 185 K) in (CD3)(2)CO solutions. Dynamic H-1 NMR spectroscopy revealed that the 1,5-dioxynaphtho[38]crown-10 and tetracationic cyclophane components in the four [2]catenanes and in the three [3]catenanes circumrotate: (Delta G(c)* = 9-14 kcal mol(-1)) through each other's cavity in (CD3)(2)CO. Similarly, the 1,5-dioxynaphthalene and the bipyridinium ring systems rotate (Delta G(c)* = 10-14 kcal mol(-1)) about their [O ... O] and [N ... N] axes, respectively, in solution.

  DOI：

  10.1002/1521-3765(20000616)6:12<2262::aid-chem2262>3.0.co;2-g
• 作为产物：
  描述：

  1,3,6,9,12-pentaoxa-2-thiacyclotetradecane 2-oxide 在 sodium hypochlorite 、 ruthenium(III) chloride trihydrate 、 sodium hydride 作用下， 以 二氯甲烷 、 水 、 甲苯 、 乙腈 、 mineral oil 为溶剂， 反应 17.5h， 生成 4,4′-((((oxybis(ethane-2,1-diyl))bis(oxy))bis(ethane-2,1-diyl))-bis(oxy))bis(methylbenzene)
  参考文献：
  名称：

  大环硫酸盐一锅法合成单分散双功能聚乙二醇

  摘要：

  单分散低聚乙二醇的双功能化，尤其是杂功能化，为生命科学和材料科学提供了一系列极有价值的中间体。然而，用于制备这些化合物的现有方法遭受过度的保护和活化基团操纵以及繁琐的纯化。在这里，开发了一种以聚乙二醇的大环硫酸盐为主要中间体的单锅双取代策略，可在一个步骤中方便，可扩展地制备一系列均官能化和杂官能化的低聚乙二醇。通过避免保护和活化基团的操纵和中间纯化，获得了很高的合成功效。

  DOI：

  10.1039/c8ob02392a

文献信息

• Barium Cation Complexation by Flexible Mono- and Ditopic Receptors, Studied by UV Absorption and Fluorescence Spectroscopy
  作者：Ezequiel Perez-Inestrosa、Jean-Pierre Desvergne、Henri Bouas-Laurent、Jean-Claude Rayez、Marie-Thérèse Rayez、Michel Cotrait、Pierre Marsau

  DOI：10.1002/1099-0690(20021)2002:2<331::aid-ejoc331>3.0.co;2-e

  日期：2002.1

  The metal cation (Ba++) binding ability of a family of designed nonconjugated bichromophoric [bis(para-phenylene)or bis(para-diphenylene)]polyoxamacrocyclic coronands has been studied in acetonitrile in the ground state and in the singlet excited state. The association constants (K) at ambient temperature have been determined from UV absorption and fluorescence data, by use of the LETAGROP-SPEFO programme. The ground state complexes exhibit 1:1 or 1:1 and 2:1 (cation/ligand) stoichiometries and a large variety of association constants, as well as diverse cooperative effects. Remarkably, TTO5O5 1,4,7,10,13,21,24,27,30,33-decaoxa-[13.15]-(1,4)benzenophane} shows a strong binding ability (log beta = 10.3) with a positive cooperativity. The apparent association constants measured from stationary fluorescence data were found to be lower in some cases than those observed in the ground state; these results strongly suggest that a transitory photodecomplexation between the metal cation and the phenolic oxygen atoms occurs in the S-1 state. An Xray structure analysis was performed on the barium complex of a related podand and the Ba++ coordination number was found to be 10.