2-溴-5-十八烷基噻吩 | 1002987-68-9

• 分子结构分类: 有机化合物 - 有机杂环化合物
• 中文名称: 2-溴-5-十八烷基噻吩
• 英文名称: 2-bromo-5-octadecylthiophene
• 英文别名: 2-bromo-5-octodecylthiophene
• CAS: 1002987-68-9
• 化学式: C₂₂H₃₉BrS
• 分子量: 415.522
• InChiKey: ASSIWGKXVJZWAL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.31
• 重原子数：
  24.0
• 可旋转键数：
  17.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.82
• 拓扑面积：
  0.0
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  2-溴-5-十八烷基噻吩 、 在 四(三苯基膦)钯 sodium carbonate 作用下， 以 四氢呋喃 、 乙二醇 、 正戊烷 为溶剂， 以0.31 g的产率得到1-[5'-(5''-methylthien-2''-yl)-2'-methylthien-3'-yl]-2-[5'-(5''-octadecylthien-2''-yl)-2'-methylthien-3'-yl]cyclopentene
  参考文献：
  名称：

  Locking of Helicity and Shape Complementarity in Diarylethene Dimers on Graphite

  摘要：

  Upon deposition of an achiral solution of diarylethene 1 on the achiral surface of graphite, a highly ordered monolayer with large homachiral domains is formed by self-assembly. Scanning tunneling micro ropy and molecolar dynamics show that the building blocks forming this monolayer are chiral dinners. We suggest that the mechanism of formation of these chiral dinners is first, surface-Induced atropoisomerism, which provides diarylethene 1 with a fixed helicity, and second, shape recognition between atropoisomers having similar helicites.

  DOI：

  10.1021/ja075917d
• 作为产物：
  描述：

  2-十八烷基噻吩 在 溴 N-溴代丁二酰亚胺(NBS) 作用下， 以 苯 为溶剂， 反应 1.5h， 以100%的产率得到2-溴-5-十八烷基噻吩
  参考文献：
  名称：

  Locking of Helicity and Shape Complementarity in Diarylethene Dimers on Graphite

  摘要：

  Upon deposition of an achiral solution of diarylethene 1 on the achiral surface of graphite, a highly ordered monolayer with large homachiral domains is formed by self-assembly. Scanning tunneling micro ropy and molecolar dynamics show that the building blocks forming this monolayer are chiral dinners. We suggest that the mechanism of formation of these chiral dinners is first, surface-Induced atropoisomerism, which provides diarylethene 1 with a fixed helicity, and second, shape recognition between atropoisomers having similar helicites.

  DOI：

  10.1021/ja075917d

文献信息

• Two-Dimensional Nanostructures by the Assembly of<i>n</i>-Type Tetraazaanthracene-Based Conjugated Molecules
  作者：Chunyang He、Dongqing Wu、Fan Zhang、Minzhao Xue、Xiaodong Zhuang、Feng Qiu、Xinliang Feng

  DOI：10.1002/cphc.201300444

  日期：2013.9.16

  behavior upon electrochemical reduction. Moreover, all molecules in the neutral state showed a strong tendency to aggregate in a binary solvent, as confirmed by optical spectral measurements. To investigate such self‐assembly behavior, a phase‐transfer method with a dichloromethane/methanol (2:3) binary solvent system was used to prepare the nanostructures. By means of atomic force microscopy, transmission

  根据我们先前关于新的噻吩基武装的四氮杂蒽酮分子家族的信息，我们对用不同烷基链取代的这类化合物及其自组装的二维（2D）纳米结构进行了深入研究。使用我们开发的合成策略，可以高收率制备这些具有不同烷基链的四氮杂蒽碳分子。除了预期的典型n型特征，一种化合物在电化学还原后表现出聚集行为。而且，如通过光谱测量所证实的，所有处于中性状态的分子都显示出在二元溶剂中聚集的强烈趋势。为了研究这种自组装行为，使用了二氯甲烷/甲醇（2：3）二元溶剂体系的相转移方法来制备纳米结构。通过原子力显微镜，透射电子显微镜和X射线衍射，我们发现可以通过改变烷基链来调节组装的二维片状结构的形态。共轭骨架中杂原子（N和S）引起的弱相互作用在层状结构的形成和稳定中起关键作用。