1,13-bis-(4-formylphenyl)-1,4,7,10,13-pentaoxatridecane | 203805-27-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 1,13-bis-(4-formylphenyl)-1,4,7,10,13-pentaoxatridecane
• 英文别名: 1,11-bis(4-formylphenoxy)-3,6,9-trioxaundecane；4-[2-[2-[2-[2-(4-Formylphenoxy)ethoxy]ethoxy]ethoxy]ethoxy]benzaldehyde
• CAS: 203805-27-0
• 化学式: C₂₂H₂₆O₇
• 分子量: 402.444
• InChiKey: KPABMXWHSPYRLN-UHFFFAOYSA-N

物化性质

• 熔点：
  49-51 °C
• 沸点：
  559.2±50.0 °C(Predicted)
• 密度：
  1.184±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  29
• 可旋转键数：
  16
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  80.3
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  1,13-bis-(4-formylphenyl)-1,4,7,10,13-pentaoxatridecane 在 铬酸 作用下， 以 四氢呋喃 、 丙酮 、 甲苯 为溶剂， 反应 122.0h， 生成 5-(3-Methoxybenzoyl)-13,16,19,22,25-pentaoxatetracyclo[24.2.2.29,12.13,7]tritriaconta-1(28),3(33),4,6,9(32),10,12(31),26,29-nonaene-2,8-dione
  参考文献：
  名称：

  Modular synthesis of triaroylbenzene-derived crownophanes

  摘要：

  An isomeric series of homologous crownophanes (i.e., macrocycles possessing structural features of crown ethers and cyclophanes) has been prepared via a concise and modular synthetic route. Macrocyclization is achieved in reasonable yield during the course of an enammone-triggered benzarmulation with bis(aryl ethynyl ketone) reaction partners. The crownophanes examined were active alkali cation binding agents in the gas phase, but failed to exhibit ionophoric properties in solution. On the basis of X-ray crystallographic analysis, it is concluded that the cyclophane framework of these macrocycles is too large and rigid to allow efficient interaction with the cations examined. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2005.03.072
• 作为产物：
  描述：

  1,13-bis[4-(hydroxymethyl)benzyl]-1,4,7,10,13-pentaoxatridecane 在 sodium hydroxide 、 苄基三乙基氯化铵 作用下， 以 sodium hydroxide 、 二氯甲烷 、 乙腈 为溶剂， 生成 1,13-bis-(4-formylphenyl)-1,4,7,10,13-pentaoxatridecane
  参考文献：
  名称：

  Intramolecular Cannizzaro desymmetrization of tetraethylene glycol assisted by a cation binding template

  摘要：

  The synthesis of desymmetrized tetraethylene glycol possessing a benzyl alcohol and a benzoic acid end group via a Cannizzaro reaction is reported. The barium cation template used was found to be essential for a successful transformation. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2004.11.093

文献信息

• Dynamic polyimine macrobicyclic cryptands – self-sorting with component selection
  作者：Michał Kołodziejski、Artur R. Stefankiewicz、Jean-Marie Lehn

  DOI：10.1039/c8sc04598d

  日期：——

  macrobicyclic cryptand-type organic cages display remarkable self-sorting behavior with efficient component selection. Making use of the dynamic covalent chemistry approach, eight different cages were synthesized by condensation of tris(2-aminopropyl)amine with structurally different dialdehydes. A series of self-sorting experiments were first carried out on simple dynamic covalent libraries. They reveal

  自组装大双环隐窝型有机笼显示出显着的自分类行为和有效的成分选择。利用动态共价化学方法，通过三（2-氨基丙基）胺与结构不同的二醛缩合合成了八种不同的笼。首先在简单的动态共价库上进行了一系列自分类实验。他们揭示了醛组分的不同结构特征对与两个三胺封端单元的缩合的影响。随后，在涉及几个二醛构件的更复杂的系统上进行了自分类实验。总之，获得的结果描述了杂原子的存在、静电相互作用、离域和组件形成大环双环笼的倾向的柔韧性/刚度。在催化量的酸存在下，大双环结构经历动态组分交换。
• A new family of Ru(II) polypyridyl complexes containing open-chain crown ether for Mg2+ and Ca2+ probing
  作者：Feixiang Cheng、Ning Tang、Xing Yue

  DOI：10.1016/j.saa.2008.07.031

  日期：2009.1

  di-p-tosylate, and tetraethylene glycol di-p-tosylate, respectively, have been synthesized. Reaction of Ru(bpy)(2)Cl(2).2H(2)O with BL(1-6), respectively, afforded six bimetallic complexes [(bpy)(2)RuBL(1-6)Ru(bpy)(2)](4+) as PF(6)(-) salts. Cyclic voltammetry of these complexes is consistent with one Ru(II)-centered oxidation around 1.32V and three ligand-centered reductions. These complexes show metal-to-ligand

  六个含有开环冠醚的聚吡啶基桥联配体BL（1-6），其中BL（1-3）是通过4,5-二氮杂芴-9-肼与1,7-双-（4-甲酰基苯基）的缩合形成的-1,4,7-三氧杂庚烷，1,10-双-（4-甲酰基苯基）-1,4,7,10-四氧十六烷和1,13-双-（4-甲酰基苯基）-1,4,7，由9-（4-羟基）苯基亚氨基-4,5-二氮杂芴与二甘醇二对甲苯磺酸酯，三甘醇二对甲苯磺酸酯反应形成的10,13-五氧杂戊酰胺，BL（4-6），分别合成了对苯二甲酸二乙二醇酯和对苯二甲酸四乙二醇酯。Ru（bpy）（2）Cl（2）.2H（2）O与BL（1-6）的反应分别提供了六种双金属配合物[（bpy）（2）RuBL（1-6）Ru（bpy） （2）]（4+）为PF（6）（-）盐。这些络合物的循环伏安法与1.32V附近的一个以Ru（II）为中心的氧化和三个以配体为中心的还原相一致。这些络合物在413-444 nm处显示出金属到配体的电荷转移吸收，并在570
• Katritzky, Alan R.; Belyakov, Sergei A.; Denisko, Olga V., Journal of the Chemical Society. Perkin Transactions 2 (2001), 1998, # 3, p. 611 - 615
  作者：Katritzky, Alan R.、Belyakov, Sergei A.、Denisko, Olga V.、Maran, Uko、Dalal, Naresh S.

  DOI：——

  日期：——
• Modular synthesis of triaroylbenzene-derived crownophanes
  作者：F. Christopher Pigge、Fatemeh Ghasedi、Angela V. Schmitt、Mayuri K. Dighe、Nigam P. Rath

  DOI：10.1016/j.tet.2005.03.072

  日期：2005.5

  An isomeric series of homologous crownophanes (i.e., macrocycles possessing structural features of crown ethers and cyclophanes) has been prepared via a concise and modular synthetic route. Macrocyclization is achieved in reasonable yield during the course of an enammone-triggered benzarmulation with bis(aryl ethynyl ketone) reaction partners. The crownophanes examined were active alkali cation binding agents in the gas phase, but failed to exhibit ionophoric properties in solution. On the basis of X-ray crystallographic analysis, it is concluded that the cyclophane framework of these macrocycles is too large and rigid to allow efficient interaction with the cations examined. (c) 2005 Elsevier Ltd. All rights reserved.
• Intramolecular Cannizzaro desymmetrization of tetraethylene glycol assisted by a cation binding template
  作者：Yolanda Vida、Ezequiel Perez-Inestrosa、Rafael Suau

  DOI：10.1016/j.tetlet.2004.11.093

  日期：2005.2

  The synthesis of desymmetrized tetraethylene glycol possessing a benzyl alcohol and a benzoic acid end group via a Cannizzaro reaction is reported. The barium cation template used was found to be essential for a successful transformation. (C) 2004 Elsevier Ltd. All rights reserved.