4-iodo-2,5,4'-trimethoxybiphenyl | 711603-49-5

• 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: 4-iodo-2,5,4'-trimethoxybiphenyl
• 英文别名: 1-Iodo-2,5-dimethoxy-4-(4-methoxyphenyl)benzene
• CAS: 711603-49-5
• 化学式: C₁₅H₁₅IO₃
• 分子量: 370.187
• InChiKey: TTYBIPHCPALLQJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  27.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-iodo-2,5,4'-trimethoxybiphenyl 在 一氯化碘 、 钯 作用下， 生成 4'''-iodo-4,2',5'-trimethoxy-[1,1',4',1'',4'',1''']-quaterphenyl
  参考文献：
  名称：

  Helical Nanofibers from Aqueous Self-Assembly of an Oligo(p-phenylene)-Based Molecular Dumbbell

  摘要：

  We have synthesized an amphiphilic dumbbell-shaped molecule consisting of dodeca-p-phenylene and aliphatic polyether dendrons as flexible end groups. The molecular dumbbell in aqueous solution self-assembles into well-defined left-handed helical cylinders with a diameter (8 nm) of a molecular length scale and a pitch length of 5.6 nm, as confirmed by TEM. These elementary helical fibrils are further assembled to give left-handed superhelical fibers with lengths up to several micrometers. Such a well-defined helical arrangement of conjugated rod building blocks may provide a new strategy for the design of one-dimensional nanostructured materials with biomimetic, electronic, and photonic functions.

  DOI：

  10.1021/ja051961m
• 作为产物：
  描述：

  1,4-二溴-2,5-二甲氧基苯 在 正丁基锂 、 一氯化碘 、 钯 作用下， 生成 4-iodo-2,5,4'-trimethoxybiphenyl
  参考文献：
  名称：

  Helical Nanofibers from Aqueous Self-Assembly of an Oligo(p-phenylene)-Based Molecular Dumbbell

  摘要：

  We have synthesized an amphiphilic dumbbell-shaped molecule consisting of dodeca-p-phenylene and aliphatic polyether dendrons as flexible end groups. The molecular dumbbell in aqueous solution self-assembles into well-defined left-handed helical cylinders with a diameter (8 nm) of a molecular length scale and a pitch length of 5.6 nm, as confirmed by TEM. These elementary helical fibrils are further assembled to give left-handed superhelical fibers with lengths up to several micrometers. Such a well-defined helical arrangement of conjugated rod building blocks may provide a new strategy for the design of one-dimensional nanostructured materials with biomimetic, electronic, and photonic functions.

  DOI：

  10.1021/ja051961m

文献信息

• Synthesis and Structural Analysis of Substituted Tripod-Shaped Tri- and Tetra(p-phenylene)s
  作者：Jesús Hierrezuelo、Elena Guillén、J. Manuel López-Romero、Rodrigo Rico、M. Rosa López-Ramírez、J. Carlos Otero、Chengzhi Cai

  DOI：10.1002/ejoc.201000786

  日期：2010.10

  Suzuki cross-coupling reaction of the silicon-derived core molecule with the appropriately substituted p-biphenyl moiety. This synthesis should be considered a new strategy for these compounds, as iterative coupling of the substituted p-biphenyl building blocks with the first-generation tripods will allow the homologation of the tripod legs to obtain giant tripod-shaped oligo(p-phenylene)s. Also, the

  我们在这里报告了几种三脚架形低聚（对亚苯基）的合成，腿由三个或四个亚苯基单元组成。每条腿都用碘原子或 TMS 或羧基封端，并且功能臂上存在乙氧基。含有甲基三（乙二醇）侧链的三脚架专为生物应用而设计。合成的关键步骤是 Pd 催化的硅衍生核心分子与适当取代的对联苯部分的 Suzuki 交叉偶联反应。这种合成应被视为这些化合物的新策略，因为取代的对联苯构件与第一代三脚架的迭代耦合将允许三脚架腿的同源性获得巨大的三脚架形低聚（对亚苯基） . 还，功能臂上带有乙氧基的碘封端腿允许三脚架的模块化设计以进一步功能化，这将定义三脚架纳米结构表面的应用。通过实验（拉曼光谱）和理论（DFT 计算）方法研究了一些合成三脚架的结构。
• Self-Assembling Molecular Trees Containing Octa-<i>p</i>-phenylene:  From Nanocrystals to Nanocapsules
  作者：Yong-Sik Yoo、Jin-Ho Choi、Ji-Ho Song、Nam-Keun Oh、Wang-Cheol Zin、Soojin Park、Taihyun Chang、Myongsoo Lee

  DOI：10.1021/ja048856h

  日期：2004.5.1

  Tree-shaped molecules consisting of octa-p-phenylene as a stem segment and oligoether dendrons as a flexible head were synthesized and characterized. The molecular tree based on a small flexible head self-assembles into a lamellar structure, whereas the molecule based on a larger headgroup self-assembles into a discrete heptameric bundle that organizes into a 3-D primitive orthorhombic supercrystals, as confirmed by X-ray scatterings and transmission electron microscopic (TEM) observations. Optical studies revealed that the absorption and emission maxima and absorption edge of the 3-D structure shift to higher energy compared to those of the lamellar structure. The molecules in dilute solution (THF/ water = 1:10 v/v) were observed to self-assemble into capsule-like hollow aggregates, as confirmed by dynamic and static light scatterings, scanning electron microscopy (SEM), and TEM investigations. These results demonstrate that tree-shaped molecules are capable of packing into organized discrete nanocrystals with parallel arrangement as well as hollow nanocapsules with radial arrangement, depending on the presence of selective solvents for flexible headgroup.