2,9-bis(4-bromotetramethylphenyl)-1,10-phenanthroline | 204195-48-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 菲咯啉
• 英文名称: 2,9-bis(4-bromotetramethylphenyl)-1,10-phenanthroline
• 英文别名: 2,9-bis(4-bromo-2,3,5,6-tetramethylphenyl)-[1,10]phenanthroline；2,9-Bis(4-bromo-2,3,5,6-tetramethylphenyl)-1,10-phenanthroline
• CAS: 204195-48-2
• 化学式: C₃₂H₃₀Br₂N₂
• 分子量: 602.412
• InChiKey: ICKJTCPYPQDTPQ-UHFFFAOYSA-N

物化性质

• 沸点：
  633.3±50.0 °C(Predicted)
• 密度：
  1.377±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  10.1
• 重原子数：
  36
• 可旋转键数：
  2
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  25.8
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2,9-bis(4-bromotetramethylphenyl)-1,10-phenanthroline 在 四(三苯基膦)钯 三溴化硼 、 sodium carbonate 作用下， 以 甲醇 、 二氯甲烷 、 甲苯 为溶剂， 反应 26.0h， 生成 2,9-bis(4-(3-hydroxyphenyl)-2,3,5,6-tetramethylphenyl)-1,10-phenanthroline
  参考文献：
  名称：

  Ring-in-Ring Structures from Phenanthroline Macrocycles with Exo- and Endotopic Binding Sites

  摘要：

  [GRAPHICS]Three metallosupramolecular ring-in-ring structures are assembled using the HETPHEN concept (in the presence of copper(I)) with macrocyclic phenanthrolines exhibiting exotopic and endotopic coordination sites.

  DOI：

  10.1021/ol025885t
• 作为产物：
  描述：

  1,10-菲罗啉 在 正丁基锂 作用下， 生成 2,9-bis(4-bromotetramethylphenyl)-1,10-phenanthroline
  参考文献：
  名称：

  Ring-in-Ring Structures from Phenanthroline Macrocycles with Exo- and Endotopic Binding Sites

  摘要：

  [GRAPHICS]Three metallosupramolecular ring-in-ring structures are assembled using the HETPHEN concept (in the presence of copper(I)) with macrocyclic phenanthrolines exhibiting exotopic and endotopic coordination sites.

  DOI：

  10.1021/ol025885t

文献信息

• Supramolecular Copper Phenanthroline Racks: Structures, Mechanistic Insight and Dynamic Nature
  作者：Venkateshwarlu Kalsani、Heinrich Bodenstedt、Dieter Fenske、Michael Schmittel

  DOI：10.1002/ejic.200400899

  日期：2005.5

  Herein, we describe the preparation of several dynamic multicomponent supramolecular racks based on copper phenanthroline complexes using the HETPHEN concept (heteroleptic bisphenanthroline complexes). This approach employs bulky aryl substituents at the bisimine coordination sites to control the coordination equilibrium. The racks were characterised by spectroscopic methods, both in solution (1H NMR

  在此，我们描述了使用 HETPHEN 概念（杂配双菲咯啉配合物）基于铜菲咯啉配合物制备几种动态多组分超分子支架。这种方法在双亚胺配位点使用庞大的芳基取代基来控制配位平衡。支架通过光谱方法表征，包括溶液（1H NMR、ESI-MS、UV/Vis、蒸气压渗透法）和固态（X 射线）。配体交换研究确定了聚集体的可逆性质，其细节对于更高水平的多组分结构的发展至关重要。在这方面，本支架组件与几乎完全使用动力学惰性的配位构件构建的大量已知支架图案形成对比。
• Simple and supramolecular copper complexes as precursors in the HRTEM induced formation of crystalline copper nanoparticles
  作者：Michael Schmittel、Venkateshwharlu Kalsani、Lorenz Kienle

  DOI：10.1039/b405279j

  日期：——

  In the HRTEM investigations of copper(I) bisphenanthroline nanoscaffolds and simple precursor complexes, nanoparticles were generated that upon closer inspection turned out to be pure crystalline copper nanoparticles.

  在对铜(I)双菲罗啉纳米支架和简单前体复合物的 HRTEM 研究中，生成的纳米颗粒经仔细观察后发现是纯结晶的纳米铜颗粒。
• Metal-Driven and Covalent Synthesis of Supramolecular Grids from Racks:  A Convergent Approach to Heterometallic and Heteroleptic Nanostructures
  作者：Michael Schmittel、Venkateshwarlu Kalsani、Jan W. Bats

  DOI：10.1021/ic050088n

  日期：2005.6.1

  Supramolecular nanogrids were prepared from dynamic supramolecular racks through the coupling of terminal alkynes using either a covalent (with CuCl/O-2) or a coordinative (with [trans-(PEt3)(2)PtCl2]) approach. Because of the rapid equilibration of the racks (as tested by exchange reactions), oligomeric adducts potentially formed in the coupling process will selectively furnish the nanogrids through an entropically driven self-repair mechanism. To ascertain the structural assignment, the nanogrids were also synthesized by an independent strategy.