2,2':9,2''-ter-1,10-phenanthroline | 864510-36-1

• 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: 2,2':9,2''-ter-1,10-phenanthroline
• 英文别名: 2,2';9',2''-terphen；2,2':9',2''-Ter(1,10-phenanthroline)；2,9-bis(1,10-phenanthrolin-2-yl)-1,10-phenanthroline
• CAS: 864510-36-1
• 化学式: C₃₆H₂₀N₆
• 分子量: 536.595
• InChiKey: MNQNIHUMTJAUNI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.9
• 重原子数：
  42
• 可旋转键数：
  2
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  77.3
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2,2':9,2''-ter-1,10-phenanthroline 、 tetrakis(actonitrile)copper(I) hexafluorophosphate 以 二氯甲烷 、 乙腈 为溶剂， 以92%的产率得到bis(2,2';9',2''-ter[1,10]phenanthroline)tricopper(I) hexafluorophosphate
  参考文献：
  名称：

  2,2‘;9‘,2‘ ‘-Ter[1,10]phenanthroline

  摘要：

  The title molecule, 2,2';9',2"-ter[1,10]phenanthroline can be prepared from 2,9-dichloro-1,10-phenanthroline in three steps through the corresponding diacetyl intermediate. The ligand acts as a hexadentate with K+, while two molecules form a trinuclear, helical complex with Cu(I), which evidences pi-stacking interactions and Cu-Cu distances of 3.01-3.04 angstrom. Electrochemical analysis shows a strong interaction between the Cu(I) centers.

  DOI：

  10.1021/ic050712w
• 作为产物：
  描述：

  2,9-二氯-1,10-菲罗啉 在 bis(triphenylphosphine)palladium(II)-chloride 四氢吡咯 、 盐酸 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 、 丙酮 为溶剂， 反应 120.0h， 生成 2,2':9,2''-ter-1,10-phenanthroline
  参考文献：
  名称：

  Synthetic Approaches to Polypyridyl Bridging Ligands with Proximal Multidentate Binding Sites

  摘要：

  A series of 12 bridging ligands was prepared. These ligands include a central linker appended to two 1,8-naphthyrid-2-yl or two 1,10-phenanthrolin-2-yl units. The linkers include pyridazin-3.6-diyl, 1,8-naphthyrid-2,7-diyl, 2,2'-bipyrid-6,6'-diyl, 1, 10-phenanthrolin-2,9-diyl, 1,2-di(2'-pyrid-6'-yl)ethyne, and 3,6-di(2'-pyrid-6'-yl)pyridazine. The ligands were synthesized from the diacetyl derivative of the central linker by a Friedlander condensation with either 2-aminonicotinaldehyde or 8-amino-7-quinolinecarbaldehyde. The precursor diacetyl derivatives were, in turn, prepared by pathways involving Stille and Sonogashira couplings. Examination of the electronic absorption spectra of the bridging ligands shows the strongest correlation to be between pairs of ligands having the same central linker. Complexation studies will follow.

  DOI：

  10.1021/jo051937r

文献信息

• Synthetic Approaches to Polypyridyl Bridging Ligands with Proximal Multidentate Binding Sites
  作者：Ruifa Zong、Dong Wang、Richard Hammitt、Randolph P. Thummel

  DOI：10.1021/jo051937r

  日期：2006.1.1

  A series of 12 bridging ligands was prepared. These ligands include a central linker appended to two 1,8-naphthyrid-2-yl or two 1,10-phenanthrolin-2-yl units. The linkers include pyridazin-3.6-diyl, 1,8-naphthyrid-2,7-diyl, 2,2'-bipyrid-6,6'-diyl, 1, 10-phenanthrolin-2,9-diyl, 1,2-di(2'-pyrid-6'-yl)ethyne, and 3,6-di(2'-pyrid-6'-yl)pyridazine. The ligands were synthesized from the diacetyl derivative of the central linker by a Friedlander condensation with either 2-aminonicotinaldehyde or 8-amino-7-quinolinecarbaldehyde. The precursor diacetyl derivatives were, in turn, prepared by pathways involving Stille and Sonogashira couplings. Examination of the electronic absorption spectra of the bridging ligands shows the strongest correlation to be between pairs of ligands having the same central linker. Complexation studies will follow.
• 2,2‘;9‘,2‘ ‘-Ter[1,10]phenanthroline
  作者：Ruifa Zong、Randolph P. Thummel

  DOI：10.1021/ic050712w

  日期：2005.8.1

  The title molecule, 2,2';9',2"-ter[1,10]phenanthroline can be prepared from 2,9-dichloro-1,10-phenanthroline in three steps through the corresponding diacetyl intermediate. The ligand acts as a hexadentate with K+, while two molecules form a trinuclear, helical complex with Cu(I), which evidences pi-stacking interactions and Cu-Cu distances of 3.01-3.04 angstrom. Electrochemical analysis shows a strong interaction between the Cu(I) centers.