Dimethyl 5-[[3,5-bis(2-pyridin-4-ylethynyl)phenoxy]methyl]benzene-1,3-dicarboxylate | 1462875-64-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: Dimethyl 5-[[3,5-bis(2-pyridin-4-ylethynyl)phenoxy]methyl]benzene-1,3-dicarboxylate
• 英文别名: dimethyl 5-[[3,5-bis(2-pyridin-4-ylethynyl)phenoxy]methyl]benzene-1,3-dicarboxylate
• CAS: 1462875-64-4
• 化学式: C₃₁H₂₂N₂O₅
• 分子量: 502.526
• InChiKey: HBIOMTNZDYBHEG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  38
• 可旋转键数：
  11
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  87.6
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  六氟磷酸钾 、 4,4'-[trans-Pt(PEt₃)₂(NO₃)₂]diphenyl ketone 、 Dimethyl 5-[[3,5-bis(2-pyridin-4-ylethynyl)phenoxy]methyl]benzene-1,3-dicarboxylate 以 二氯甲烷 、 水 、 丙酮 为溶剂， 反应 10.17h， 以98%的产率得到
  参考文献：
  名称：

  Smart Stimuli-Responsive Spherical Nanostructures Constructed from Supramolecular Metallodendrimers via Hierarchical Self-Assembly

  摘要：

  In this article, we present the design and construction of a series of supramolecular poly(benzyl ether) metallodendrimers featuring a well-defined hexagonal metallacycle at their cores via coordination-driven self-assembly. It was found that the second generation metallodendrimer 3c was able to hierarchically self-assemble into the regular vesicle-like structures. These nanoscale vesicles were monodisperse in shape and relatively monodisperse in size as detected in SEM, TEM, AFM, and DLS experiments. Notably, this kind of hierarchically formed vesicle-like nanostructure adopted a discrete metallacycle as the main skeleton, which is obviously different from many previous reports of nanoscale spherical architectures. Moreover, such supramolecular vesicle-like structures could encapsulate some fluorescent molecules, like BODIPY and SRB, etc. By taking advantage of the dynamic nature of metal ligand bonds, the disassembly and reassembly of the hexagonal cavity core could be reversibly controlled by the addition and removal of bromide ions, resulting in the transition from the vesicles to micelles. Thus, the controlled release of fluorescence dye was successfully realized by the halide-induced vesicles micelles transition. These findings not only enrich the library of supramolecular metallodenrimers but also provide a new avenue to the construction of novel "smart" nanomaterials, which have potential application in functional molecules delivery and release.

  DOI：

  10.1021/ja500152a
• 作为产物：
  描述：

  3,5-bis(pyridin-4-ylethynyl)phenol 、 5-(羟基甲基)异邻苯二甲酸二甲酯 在 偶氮二甲酸二异丙酯 、 三苯基膦 作用下， 以 四氢呋喃 为溶剂， 以95%的产率得到Dimethyl 5-[[3,5-bis(2-pyridin-4-ylethynyl)phenoxy]methyl]benzene-1,3-dicarboxylate
  参考文献：
  名称：

  离散菱形金属环的分层自组装刺激响应性超分子凝胶。

  摘要：

  通过分层自组装制备了以离散的菱形金属环为主要骨架的一类新型超分子有机金属凝胶（见图）。更重要的是，通过利用金属-配体键的动态特性，通过分解和重新组装由溴化物阴离子控制的菱形支架，实现了所获得凝胶的刺激响应性凝胶-溶胶转变。

  DOI：

  10.1002/chem.201301385

文献信息

• Stimuli-Responsive Supramolecular Gels through Hierarchical Self-Assembly of Discrete Rhomboidal Metallacycles
  作者：Guang-Zhen Zhao、Li-Jun Chen、Wei Wang、Jing Zhang、Guang Yang、De-Xian Wang、Yihua Yu、Hai-Bo Yang

  DOI：10.1002/chem.201301385

  日期：2013.7.29

  A new class of supramolecular organometallic gels with a discrete rhomboidal metallacycle as the main skeleton was fabricated through hierarchical self‐assembly (see figure). More importantly, by taking advantage of the dynamic nature of metal–ligand bonds, the stimuli‐responsive gel–sol transition of the obtained gels was realized by disassembly and reassembly of the rhomboidal scaffold as controlled

  通过分层自组装制备了以离散的菱形金属环为主要骨架的一类新型超分子有机金属凝胶（见图）。更重要的是，通过利用金属-配体键的动态特性，通过分解和重新组装由溴化物阴离子控制的菱形支架，实现了所获得凝胶的刺激响应性凝胶-溶胶转变。
• Smart Stimuli-Responsive Spherical Nanostructures Constructed from Supramolecular Metallodendrimers via Hierarchical Self-Assembly
  作者：Li-Jun Chen、Guang-Zhen Zhao、Bo Jiang、Bin Sun、Ming Wang、Lin Xu、Jiuming He、Zeper Abliz、Hongwei Tan、Xiaopeng Li、Hai-Bo Yang

  DOI：10.1021/ja500152a

  日期：2014.4.23

  In this article, we present the design and construction of a series of supramolecular poly(benzyl ether) metallodendrimers featuring a well-defined hexagonal metallacycle at their cores via coordination-driven self-assembly. It was found that the second generation metallodendrimer 3c was able to hierarchically self-assemble into the regular vesicle-like structures. These nanoscale vesicles were monodisperse in shape and relatively monodisperse in size as detected in SEM, TEM, AFM, and DLS experiments. Notably, this kind of hierarchically formed vesicle-like nanostructure adopted a discrete metallacycle as the main skeleton, which is obviously different from many previous reports of nanoscale spherical architectures. Moreover, such supramolecular vesicle-like structures could encapsulate some fluorescent molecules, like BODIPY and SRB, etc. By taking advantage of the dynamic nature of metal ligand bonds, the disassembly and reassembly of the hexagonal cavity core could be reversibly controlled by the addition and removal of bromide ions, resulting in the transition from the vesicles to micelles. Thus, the controlled release of fluorescence dye was successfully realized by the halide-induced vesicles micelles transition. These findings not only enrich the library of supramolecular metallodenrimers but also provide a new avenue to the construction of novel "smart" nanomaterials, which have potential application in functional molecules delivery and release.