3,5-bis(3,5-bis(benzyloxy)benzyloxy)benzaldehyde | 137472-18-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 3,5-bis(3,5-bis(benzyloxy)benzyloxy)benzaldehyde
• 英文别名: 3,5-bis[3,5-bis(benzyloxy)benzyloxy]benzaldehyde；3,5-Bis[[3,5-bis(phenylmethoxy)phenyl]methoxy]benzaldehyde
• CAS: 137472-18-5
• 化学式: C₄₉H₄₂O₇
• 分子量: 742.868
• InChiKey: OXRITRZGGOCZCK-UHFFFAOYSA-N

物化性质

• 沸点：
  888.1±60.0 °C(Predicted)
• 密度：
  1.219±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  10.2
• 重原子数：
  56
• 可旋转键数：
  19
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  72.4
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  3,5-bis(3,5-bis(benzyloxy)benzyloxy)benzaldehyde 在 sodium hydroxide 、 苄基三乙基氯化铵 作用下， 以 乙醚 、 乙醇 、 甲苯 为溶剂， 反应 14.0h， 生成 ((((((5-(diazomethyl)-1,3-phenylene)bis(oxy))bis(methylene))bis(benzene-5,1,3-triyl))tetrakis(oxy))tetrakis(methylene))tetrabenzene
  参考文献：
  名称：

  Dendronized Protein Polymers:  Synthesis and Self-Assembly of Monodisperse Cylindrical Macromolecules

  摘要：

  Monodisperse dendronized protein polymers (DPPs), cylindrical dendrimers containing protein core, can be efficiently produced through a combined modular biosynthetic strategy. These DPP materials possess predictable size, shape, and solubility. In organic solutions, the DPPs self-assemble to form highly ordered liquid crystalline structures with nanoscale order controlled by their exact molecular dimensions.

  DOI：

  10.1021/ja046965q
• 作为产物：
  描述：

  [3,5-双[[3,5-双(苯甲氧基)苯基]甲氧基]苯基]甲醇 在 pyridinium chlorochromate 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 生成 3,5-bis(3,5-bis(benzyloxy)benzyloxy)benzaldehyde
  参考文献：
  名称：

  Dendronized Protein Polymers:  Synthesis and Self-Assembly of Monodisperse Cylindrical Macromolecules

  摘要：

  Monodisperse dendronized protein polymers (DPPs), cylindrical dendrimers containing protein core, can be efficiently produced through a combined modular biosynthetic strategy. These DPP materials possess predictable size, shape, and solubility. In organic solutions, the DPPs self-assemble to form highly ordered liquid crystalline structures with nanoscale order controlled by their exact molecular dimensions.

  DOI：

  10.1021/ja046965q

文献信息

• 4-Arylvinyl-2,6-di(pyridin-2-yl)pyrimidines: Synthesis and Optical Properties
  作者：Caroline Hadad、Sylvain Achelle、Joaquín C. García-Martinez、Julián Rodríguez-López

  DOI：10.1021/jo200204u

  日期：2011.5.20

  solvatochromic behavior depends not only on the solvent polarity but also on the hydrogen bonding parameters of the solvent. The effect of protonation was also studied, and the abilities of some of these molecules to function as colorimetric and luminescent pH sensors were demonstrated with dramatic color changes and luminescence switching upon the introduction of acid.

  通过2,4-二氯-6-甲基嘧啶与2-（三丁基锡烷基）吡啶之间的双交叉偶联反应，已经有效地制备了一系列4-芳基乙烯基-2,6-二（吡啶-2-基）嘧啶，然后通过醛醇缩合与适当的芳族醛缩合，该芳族醛被给电子，吸电子，树枝状或水溶性基团取代。研究了不同质子和非质子溶剂对这些系统的光吸收和发射性质的影响。具有给电子基团的化合物显示出很强的发射溶剂致变色现象，表明形成了分子内电荷分离的发射态。溶剂变色行为不仅取决于溶剂的极性，还取决于溶剂的氢键参数。还研究了质子化的影响，
• A comparison of two convergent routes for the preparation of metalloporphyrin-core dendrimers: direct condensationvs. chemical modification
  作者：Keith W. Pollak、Elizabeth M. Sanford、Jean M. J. Fréchet

  DOI：10.1039/a705410f

  日期：——

  Porphyrin-core dendrimers consisting of benzyl ether dendrons assembled around a porphyrin core have been prepared by two different convergent syntheses. The first involves the direct condensation of convergent dendrons having 3,5-disubstituted benzaldehyde focal points with an equivalent amount of pyrrole. This route which requires very mild conditions is especially useful for the rapid assembly of small dendrimers but suffers from steric limitations as the size of the dendrons increases above the fourth generation. The second route involves the attachment of pre-formed benzyl bromide dendrons to a functionalized porphyrin through a simple Williamson synthesis. This route is also very practical but it requires careful purification of the final product from the partially functionalized porphyrin dendrimers that are also obtained. MALDI mass spectrometry proved to be a very useful tool both for monitoring the formation of the dendritic porphyrins and for their characterization.

  通过两种不同的汇聚合成方法，制备了以卟啉为核心，围绕着由苯甲醚树枝状体组成的卟啉核心树状大分子。第一种方法涉及具有3,5-二取代苯甲醛焦点点的汇聚树枝状体的直接缩合，以及等量的吡咯。这种方法需要在非常温和的条件下进行，对于快速组装小型树状大分子特别有用，但随着树枝状体尺寸超过第四代，会受到空间限制的影响。第二种方法涉及通过简单的Williamson合成将预先形成的苯甲基溴树枝状体附着到功能化的卟啉上。这种方法也非常实用，但需要仔细从也得到的局部功能化的卟啉树状大分子中纯化最终产品。MALDI质谱分析被证明是监测树状卟啉形成和其表征的非常有效的工具。
• Synthesis of 4-Dendronized β-Lactams
  作者：Julián Rodríguez-López、Enrique Díez-Barra、Joaquín C. García-Martínez

  DOI：10.1055/s-2003-40990

  日期：——

  The first synthesis of 4-dendronized β-lactams usingthe standard Staudinger ketene-imine cyclization is described.Both π-conjugated and Fréchet’s aromaticpolyether dendrons having imine focal points were used as startingmaterials. Exclusive cis-stereochemistrywas observed for all the β-lactams prepared.

  本文描述了首次使用标准施陶丁格酮-亚胺环化法合成 4-树枝状δ-内酰胺的过程。在制备的所有 δ-内酰胺中都观察到了完全的顺式立体化学反应。
• Dendrimer with Rotaxane-Like Mechanical Branching
  作者：Arkadij M. Elizarov、Sheng-Hsien Chiu、Peter T. Glink、J. Fraser Stoddart

  DOI：10.1021/ol016928t

  日期：2002.3.1

  see text] A dendrimer wherein the branching points are mechanical in nature has been synthesized. It contains two identical covalently linked bis-dendrons and a core unit fused to two rings that encircle the two bis-dendrons. A "threading-followed-by-stoppering" approach is used in the template-directed synthesis of a precursor bis[2]rotaxane, which undergoes stopper exchange four times to yield the

  [反应：见正文]已经合成了其中分支点本质上是机械的树枝状聚合物。它包含两个相同的共价连接的双树枝状分子和一个核心单元，该核心单元融合到环绕两个双树枝状分子的两个环上。在模板导向的前体双[2]轮烷中，采用“穿线后塞”方法，该前体双[2]轮烷经过四次塞子交换后生成树枝状聚合物，在该树枝状聚合物中，两个双树突在塞子内充当塞子。两个[2]轮烷亚基。
• Self-Assembly of Triptycene-Based Cylindrical Macrotricyclic Host with Dibenzylammonium Ions:  Construction of Dendritic [3]Pseudorotaxanes
  作者：Qian-Shou Zong、Chun Zhang、Chuan-Feng Chen

  DOI：10.1021/ol0604419

  日期：2006.4.1

  [reaction: see text] It was found that a cylindrical macrotricyclic host containing two dibenzo[24]crown-8 cavities could self-assemble with two dibenzylammonium salts to form a stable 1:2 complex in solution and in the solid state, in which multiple hydrogen-bonding and pi-pi stacking interactions between the host and the guest played an important role. Furthermore, a series of dendritic pseudorotaxanes

  [反应：参见正文]发现，含有两个二苯并[24]冠-8腔的圆柱形大三环主体可以与两种二苄基铵盐自组装，从而在溶液中和固态下形成稳定的1：2络合物。主体和客体之间的多个氢键键合和pi-pi堆叠相互作用起着重要作用。此外，构建了一系列树枝状假轮烷并对其进行了结构研究。