1,3-Dibromo-5-(octyloxy)benzene | 1240047-14-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 1,3-Dibromo-5-(octyloxy)benzene
• 英文别名: 1,3-dibromo-5-octoxybenzene
• CAS: 1240047-14-6
• 化学式: C₁₄H₂₀Br₂O
• 分子量: 364.12
• InChiKey: LAWGWHRUQKVFOP-UHFFFAOYSA-N

物化性质

• 沸点：
  362.4±22.0 °C(Predicted)
• 密度：
  1.393±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.7
• 重原子数：
  17
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  4,4'-二溴-2,2'-联吡啶 、 1,3-Dibromo-5-(octyloxy)benzene 在 正丁基锂 、 四(三苯基膦)钯 、 zinc(II) chloride 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 1.0h， 以64%的产率得到4,4'-bis(3-bromo-5-(octyloxy)phenyl)-2,2'-bipyridine
  参考文献：
  名称：

  Synthesis and Photophysical Studies of Chiral Helical Macrocyclic Scaffolds via Coordination-Driven Self-Assembly of 1,8,9,16-Tetraethynyltetraphenylene. Formation of Monometallic Platinum(II) and Dimetallic Platinum(II)−Ruthenium(II) Complexes

  摘要：

  This paper is concerned with the synthesis and reactions of enantiopure 1,8,9,16-tetraethynyltetraphenylene (3). We obtained 3 in 34% yield through four steps starting from 1,8,9,16-tetrahydroxytetraphenylene (2a) via a functional group interconversion strategy. On the basis of this chiral "helical" building block, three rigid helical macrocycles 14, 15, and 22 were designed. Complexes 14 and 15 were constructed via coordination-driven self-assembly with platinum(II) complexes 8 and 9b, while 22 cannot be obtained successfully. Then macrocycle 28 was designed on the structural basis of 22 to which octyl chains were introduced, in the hope of improving the solubility of the complex. Macrocycle 28 was finally formed and was characterized by NMR spectroscopy, elemental analysis, and electrospray mass spectrometry. For the enantiopure 15 and 28, circular dichroism (CD) spectra also exhibited chiral properties. Complexes 27 aid 28 both exhibited an intense emission band at 621 nm in acetonitrile at 298 K upon excitation at lambda > 420 nm.

  DOI：

  10.1021/ja106599j
• 作为产物：
  描述：

  1-溴辛烷 、 3,5-二溴苯酚 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 以91%的产率得到1,3-Dibromo-5-(octyloxy)benzene
  参考文献：
  名称：

  Synthesis of Metallopolymers and Direct Visualization of the Single Polymer Chain

  摘要：

  During the past few decades, the study of the single polymer chain has attracted considerable attention with the goal of exploring the structure-property relationship of polymers. It still, however, remains challenging due to the variability and low atomic resolution of the amorphous single polymer chain. Here, we demonstrated a new strategy to visualize the single metallopolymer chain with a hexameric or trimeric supramolecule as a repeat unit, in which Ru(II) with strong coordination and Fe(II) with weak coordination were combined together in a stepwise manner. With the help of ultrahigh-vacuum, low-temperature scanning tunneling microscopy (UHV-LT-STM) and scanning tunneling spectroscopy (STS), we were able to directly visualize both Ru(II) and Fe(II), which act as staining reagents on the repeat units, thus providing detailed structural information for the single polymer chain. As such, the direct visualization of the single random polymer chain is realized to enhance the characterization of polymers at the single-molecule level.

  DOI：

  10.1021/jacs.0c00110

文献信息

• Synthesis of Metallopolymers and Direct Visualization of the Single Polymer Chain
  作者：Zhikai Li、Yiming Li、Yiming Zhao、Heng Wang、Yuan Zhang、Bo Song、Xiaohong Li、Shuai Lu、Xin-Qi Hao、Saw-Wai Hla、Yingfeng Tu、Xiaopeng Li

  DOI：10.1021/jacs.0c00110

  日期：2020.4.1

  During the past few decades, the study of the single polymer chain has attracted considerable attention with the goal of exploring the structure-property relationship of polymers. It still, however, remains challenging due to the variability and low atomic resolution of the amorphous single polymer chain. Here, we demonstrated a new strategy to visualize the single metallopolymer chain with a hexameric or trimeric supramolecule as a repeat unit, in which Ru(II) with strong coordination and Fe(II) with weak coordination were combined together in a stepwise manner. With the help of ultrahigh-vacuum, low-temperature scanning tunneling microscopy (UHV-LT-STM) and scanning tunneling spectroscopy (STS), we were able to directly visualize both Ru(II) and Fe(II), which act as staining reagents on the repeat units, thus providing detailed structural information for the single polymer chain. As such, the direct visualization of the single random polymer chain is realized to enhance the characterization of polymers at the single-molecule level.
• Synthesis and Photophysical Studies of Chiral Helical Macrocyclic Scaffolds via Coordination-Driven Self-Assembly of 1,8,9,16-Tetraethynyltetraphenylene. Formation of Monometallic Platinum(II) and Dimetallic Platinum(II)−Ruthenium(II) Complexes
  作者：Fang Lin、Hai-Yan Peng、Jing-Xing Chen、David T. W. Chik、Zongwei Cai、Keith M. C. Wong、Vivian W. W. Yam、Henry N. C. Wong

  DOI：10.1021/ja106599j

  日期：2010.11.24

  This paper is concerned with the synthesis and reactions of enantiopure 1,8,9,16-tetraethynyltetraphenylene (3). We obtained 3 in 34% yield through four steps starting from 1,8,9,16-tetrahydroxytetraphenylene (2a) via a functional group interconversion strategy. On the basis of this chiral "helical" building block, three rigid helical macrocycles 14, 15, and 22 were designed. Complexes 14 and 15 were constructed via coordination-driven self-assembly with platinum(II) complexes 8 and 9b, while 22 cannot be obtained successfully. Then macrocycle 28 was designed on the structural basis of 22 to which octyl chains were introduced, in the hope of improving the solubility of the complex. Macrocycle 28 was finally formed and was characterized by NMR spectroscopy, elemental analysis, and electrospray mass spectrometry. For the enantiopure 15 and 28, circular dichroism (CD) spectra also exhibited chiral properties. Complexes 27 aid 28 both exhibited an intense emission band at 621 nm in acetonitrile at 298 K upon excitation at lambda > 420 nm.