methyl 3,4-bis[p-(n-dodecan-1-yloxy)benzyloxy]benzoate | 212627-70-8

• 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: methyl 3,4-bis[p-(n-dodecan-1-yloxy)benzyloxy]benzoate
• 英文别名: Methyl 3,4-bis[(4-dodecoxyphenyl)methoxy]benzoate
• CAS: 212627-70-8
• 化学式: C₄₆H₆₈O₆
• 分子量: 717.042
• InChiKey: QDARIWAYBCSFON-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  15.8
• 重原子数：
  52
• 可旋转键数：
  32
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.59
• 拓扑面积：
  63.2
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  methyl 3,4-bis[p-(n-dodecan-1-yloxy)benzyloxy]benzoate 在 lithium aluminium tetrahydride 、 氯化亚砜 、 2,6-二叔丁基-4-甲基吡啶 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 生成 3,4-bis[p-(n-dodecan-1-yloxy)benzyloxy]benzyl chloride
  参考文献：
  名称：

  基于 AB2 的单树突和超分子树枝状聚合物的两个结构异构文库的合成和结构分析

  摘要：

  基于 3,4- 和 3,5- 二取代苄基醚内部重复单元的自组装 AB2 单树突的两个结构异构文库的合成和结构分析，其中包含四个不同的第一代单树突，即 3,4,5-tris( n-dodecan-1-yloxy)苄基醚, 3,4-bis(n-dodecan-1-yloxy)benzyl ether, 3,4,5-tris[p-(n-dodecan-1-yloxy)benzyloxy]benzyl醚和 3,4-双[p-(n-dodecan-1-yloxy)benzyloxy] 苄基醚，在它们的外围被描述。无论其外围的重复单元如何，3,4-二取代系列单树突的前三代或四代自组装成球形超分子树枝状大分子，这些树枝状大分子自组织成 Pm3n 3-D 立方晶格，而同代的3、5-二取代系列单树突自组装成圆柱形超分子树枝状大分子，自组织成 p6mm 六边形柱状二维晶格。单树突的内部重复单元决定了超分子树枝状聚合物的形状。然而

  DOI：

  10.1021/ja0037771
• 作为产物：
  描述：

  3,4-二羟基苯甲酸甲酯 、 1-氯甲基-4-(十二烷氧基)苯 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以80%的产率得到methyl 3,4-bis[p-(n-dodecan-1-yloxy)benzyloxy]benzoate
  参考文献：
  名称：

  杂化树突自组装成双重分离的超分子多面体柱和囊泡

  摘要：

  报道了从包含 20 个第一代杂化树突的 3 个库中自组装的超分子树枝状聚合物的合成和结构分析。苄基醚、萘基甲基醚和联苯甲基醚重复单元与树枝顶端不同的烷基羧酸盐的组合将其分子立体角降低到导致发现新自组装机制的值。这种新的自组装机制产生了前所未有的超分子组装的多样性，包括空心和非空心的单或双隔离的超分子柱和呈现多面体形状的囊泡。自组织超分子树枝状聚合物的多面体形状被证明是所有双重分离结构的内在特征。

  DOI：

  10.1021/ja104432d

文献信息

• Amphiphilic dendritic dipeptides & their self-assembly into helical pores
  申请人：Percec Virgil

  公开号：US20060088499A1

  公开（公告）日：2006-04-27

  An amphiphilic dendritic dipeptide, comprises a dipeptide(s) comprising one or more of a naturally occurring or synthetic amino acids and a dendron. These are suitable for use in various formulations, films, coatings, membranes and sensors, among other applications.

  一种两性树状二肽，包括一个或多个天然存在或合成氨基酸的二肽和一个树状结构。这些适用于各种配方、薄膜、涂层、膜和传感器等应用。
• Increasing the Diameter of Cylindrical and Spherical Supramolecular Dendrimers by Decreasing the Solid Angle of Their Monodendrons via Periphery Functionalization
  作者：Virgil Percec、Wook-Dong Cho、Goran Ungar

  DOI：10.1021/ja0024643

  日期：2000.10.1

  The synthesis of three generations of self-assembling monodendrons based on an internal AB(3) 3,4,5-trisubstituted benzyl ether repeat unit containing an AB(2) 3,4-bis[p-(n-dodecan-1-yloxy)benzyloxyl]benzyl ether monodendron [(4-3,4)12G1-X] attached on the periphery and the structural analysis of the corresponding supramolecular dendrimers by X-ray diffraction (XRD) experiments are described. The results from these experiments are compared with data reported previously from our laboratory on three generations of monodendrons based on the same internal AB(3) repeat unit containing an AB(3) 3,4,5-tris[p-(n-dodecan-1-yloxy)benzyloxy]benzyl ether monodendron [(4-3,4,5)12G1-X] on the periphery (Percec, V.; Cho, W.-D.; Mosier, P. E.; Ungar, G.; Yeardley, D. J. P. J. Am. Chem. Soc. 1998, 120, 11061). In both series of monodendrons, the solid angle of the monodendron increases with the increase of the generation number. As a result, the increase in the diameter of the cylindrical and spherical supramolecular dendrimers is smaller than the one expected from the fully extended monodendritic repeat unit. For the same internal repeat unit, the solid angle of the monodendron is determined by the solid angle of the unit attached to its periphery. The (4-3,4)12G1-X AB2 group attached to the periphery of the monodendrons decreases their solid angle by comparison with the series containing the (4-3,4,5)12G1-X AB(3) group on their periphery, and subsequently, the AB(2) group increases the diameter of the supramolecular dendrimers. The elucidation of this architectural effect clarifies some of the current limitations and provides new strategies for the design of functional nanosystems from dendritic building blocks.
• US7671033B2
  申请人：——

  公开号：US7671033B2

  公开（公告）日：2010-03-02
• Synthesis and Structural Analysis of Two Constitutional Isomeric Libraries of AB₂-Based Monodendrons and Supramolecular Dendrimers
  作者：Virgil Percec、Wook-Dong Cho、Goran Ungar、Duncan J. P. Yeardley

  DOI：10.1021/ja0037771

  日期：2001.2.1

  self-assemble into spherical supramolecular dendrimers that self-organize into a Pm3n 3-D cubic lattice while the same generations of the 3,5-disubstituted series of monodendrons self-assemble into cylindrical supramolecular dendrimers that self-organize into a p6mm hexagonal columnar 2-D lattice. The internal repeat unit of the monodendrons determines the shape of the supramolecular dendrimers. However..

  基于 3,4- 和 3,5- 二取代苄基醚内部重复单元的自组装 AB2 单树突的两个结构异构文库的合成和结构分析，其中包含四个不同的第一代单树突，即 3,4,5-tris( n-dodecan-1-yloxy)苄基醚, 3,4-bis(n-dodecan-1-yloxy)benzyl ether, 3,4,5-tris[p-(n-dodecan-1-yloxy)benzyloxy]benzyl醚和 3,4-双[p-(n-dodecan-1-yloxy)benzyloxy] 苄基醚，在它们的外围被描述。无论其外围的重复单元如何，3,4-二取代系列单树突的前三代或四代自组装成球形超分子树枝状大分子，这些树枝状大分子自组织成 Pm3n 3-D 立方晶格，而同代的3、5-二取代系列单树突自组装成圆柱形超分子树枝状大分子，自组织成 p6mm 六边形柱状二维晶格。单树突的内部重复单元决定了超分子树枝状聚合物的形状。然而
• Self-Assembly of Hybrid Dendrons into Doubly Segregated Supramolecular Polyhedral Columns and Vesicles
  作者：Mihai Peterca、Mohammad R. Imam、Pawaret Leowanawat、Brad M. Rosen、Daniela A. Wilson、Christopher J. Wilson、Xiangbing Zeng、Goran Ungar、Paul A. Heiney、Virgil Percec

  DOI：10.1021/ja104432d

  日期：2010.8.18

  mechanism of self-assembly. This new self-assembly mechanism generated a diversity of unprecedented supramolecular assemblies, including hollow and nonhollow singly or doubly segregated supramolecular columns and vesicles exhibiting polyhedral shapes. The polyhedral shape of the self-organized supramolecular dendrimers was demonstrated to be an intrinsic characteristic of all the doubly segregated structures

  报道了从包含 20 个第一代杂化树突的 3 个库中自组装的超分子树枝状聚合物的合成和结构分析。苄基醚、萘基甲基醚和联苯甲基醚重复单元与树枝顶端不同的烷基羧酸盐的组合将其分子立体角降低到导致发现新自组装机制的值。这种新的自组装机制产生了前所未有的超分子组装的多样性，包括空心和非空心的单或双隔离的超分子柱和呈现多面体形状的囊泡。自组织超分子树枝状聚合物的多面体形状被证明是所有双重分离结构的内在特征。