2-(3-thienyl)imidazo[4,5-f][1,10]-phenanthroline | 918403-26-6

• 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-(3-thienyl)imidazo[4,5-f][1,10]-phenanthroline
• 英文别名: 2-(3-thio)imidazo[f]-1,10-phenanthroline；2-(thiophen-3-yl)-1H-imidazo[4,5-f][1,10]phenanthroline；3-thiophenimidazo[4,5-f][1,10]phenanthroline；2-thiophen-3-yl-1H-imidazo[4,5-f][1,10]phenanthroline
• CAS: 918403-26-6
• 化学式: C₁₇H₁₀N₄S
• 分子量: 302.359
• InChiKey: QNBDRDXMRXJMLH-UHFFFAOYSA-N

物化性质

• 沸点：
  623.2±65.0 °C(Predicted)
• 密度：
  1.478±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  22
• 可旋转键数：
  1
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  82.7
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  五羰基氯铼(I) 、 2-(3-thienyl)imidazo[4,5-f][1,10]-phenanthroline 以 乙醇 为溶剂， 反应 9.0h， 以78%的产率得到
  参考文献：
  名称：

  Synthesis, spectroscopic, and DFT studies of rhenium(І) complexes with phenanthrolineimidazo ligands containing thienyl moieties

  摘要：

  A rhenium(I)-tricarbonyl complex [Re(CO)(3)(L)Cl] (L = 2-(3-thienyl)imidazo[4,5-f][1,10]-phenanthroline; TIMPhen-Re) was successfully synthesized. UV-Vis absorption, fluorescence spectrometry, and cyclic voltammetry were used to investigate the photophysical properties of the complex. The geometrical structures of the ground state and the absorption spectral properties of TIMPhen-Re were determined using density functional theory and time-dependent density functional theory. The lowest-lying singlet -> singlet absorption band of TIMPhen-Re, corresponding to the prominent absorption peak at 415 nm observed in the experiments, was assigned to the pure highest occupied molecular orbital -> lowest unoccupied molecular orbital transition. The calculated ionization potential and electron affinity show that TIMPhen-Re possesses good hole-transfer abilities, and the balanced transport of electrons and holes is compared with that of its analog Phen-Re. (C) 2012 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.ica.2012.07.032
• 作为产物：
  描述：

  3-噻吩甲醛 、 1,10-邻二氮杂菲-5,6-二酮 在 ammonium acetate 、 溶剂黄146 作用下， 反应 5.0h， 以50%的产率得到2-(3-thienyl)imidazo[4,5-f][1,10]-phenanthroline
  参考文献：
  名称：

  基于吡啶基和噻吩基接头的单核钌和锇多吡啶基配合物表面行为的电化学和拉曼光谱研究

  摘要：

  检查了噻吩锚定单元作为硫醇替代品将钌和锇配合物固定在金和铂上的效用，特别关注配合物的物理和化学吸附的相对贡献以及噻吩锚定的化学稳定性单元。钌 (II) 和锇 (II) 配合物的氧化还原和光谱特性在溶液中进行了描述，并通过电化学和表面增强拉曼光谱研究相结合检查了表面固定的影响。一个关键发现是，虽然噻吩单元参与表面锚定，但它也会与金表面发生化学反应，如拉曼光谱所示。

  DOI：

  10.1002/ejic.201300366

文献信息

• An Electrochemical and Raman Spectroscopy Study of the Surface Behaviour of Mononuclear Ruthenium and Osmium Polypyridyl Complexes Based on Pyridyl‐ and Thiophene‐Based Linkers
  作者：Yvonne Halpin、Hella Logtenberg、Laura Cleary、Stephan Schenk、Martin Schulz、Apparao Draksharapu、Wesley R. Browne、Johannes G. Vos

  DOI：10.1002/ejic.201300366

  日期：2013.8.12

  for thiols in the immobilisation of ruthenium and osmium complexes on gold and platinum is examined with special attention focused on the relative contributions of physi- and chemisorption of the complexes and the chemical stability of the thiophene anchoring unit. The redox and spectroscopic properties of the ruthenium(II) and osmium(II) complexes are described in solution and the effect of surface

  检查了噻吩锚定单元作为硫醇替代品将钌和锇配合物固定在金和铂上的效用，特别关注配合物的物理和化学吸附的相对贡献以及噻吩锚定的化学稳定性单元。钌 (II) 和锇 (II) 配合物的氧化还原和光谱特性在溶液中进行了描述，并通过电化学和表面增强拉曼光谱研究相结合检查了表面固定的影响。一个关键发现是，虽然噻吩单元参与表面锚定，但它也会与金表面发生化学反应，如拉曼光谱所示。
• Polypyridyl ruthenium complexes as coating agent for the formation of gold and silver nanocomposites in different media. Preliminary luminescence and electrochemical studies
  作者：Cédric R. Mayer、Eddy Dumas、Fabien Miomandre、Rachel Méallet-Renault、Fabienne Warmont、Jacky Vigneron、Robert Pansu、Arnaud Etcheberry、Francis Sécheresse

  DOI：10.1039/b607889c

  日期：——

  Three polypyridyl ruthenium complexes, [(phen)2Ru(2,2′-p-phenylene-bis(imidazo[4,5-f][1,10])phenanthroline)](X)2 (1·X2), [(phen)2Ru((4-pyridine)oxazo[4,5-f][1,10]phenanthroline)](X)2 (2·X2) and [(phen)2Ru((3-thiophene)imidazo[4,5-f][1,10]phenanthroline)](X)2 (3·X2), X− = PF6− or Cl−, have been used to functionalize and stabilize gold and silver nanoparticles in aqueous and non aqueous (acetonitrile)

  三种聚吡啶钌络合物，[（phen）2 Ru（2,2'- p-亚苯基-双（咪唑并[4,5- f ] [1,10]）菲咯啉）]（X）2（1 ·X 2） ，[（phen）2 Ru（（4-吡啶）恶唑[4,5- f ] [1,10]菲咯啉）]（X）2（2 ·X 2）和[（phen）2 Ru（（3-噻吩基）咪唑并[4,5- ˚F ] [1,10]菲咯啉）（X）2（3 ·X 2）中，X - = PF 6 -或Cl -，已被用于功能化和稳定在水性和非水性（乙腈）介质中的金和银纳米粒子。金属纳米颗粒与钌配合物之间的直接相互作用通过二齿螯合菲咯啉（1），单齿吡啶（2）或单齿噻吩（3）基团来确保。为了控制由此形成的纳米复合材料的尺寸，形状和稳定性，研究了几个参数的影响：金属纳米颗粒的性质，涂层钌配合物的性质，比率R = [M n + ] / [Ru 2+]（M ＝ Ag或Au）和溶剂。胶体溶液已通过紫外可见光谱
• Two Magnetic Switching Complexes Based on the Fe^II Ion
  作者：Qian Yang、Chen Gao、Ye-Xin Wang、Bing-Wu Wang、Zhe-Ming Wang、Song Gao

  DOI：10.1021/acs.inorgchem.6b00258

  日期：2016.8.15

  Two neutral mononuclear iron(II) complexes with different spin-crossover (SCO) properties, Fe(L1)2(SCN)2 (1) and Fe(L2)2(SCN)2 (2) (L1 = 2-(thiophen-3-yl)-1H-imidazo[4,5-f][1,10]phenanthroline and L2 = 2-(thiophen-2-yl)-1H-imidazo[4,5-f][1,10]phenanthroline), were solvothermally synthesized. With the different substituted position in 1,10-phenanthroline derivatives, 1 exhibits gradual SCO around room

  两种具有不同自旋交叉（SCO）性质的中性单核铁（II）配合物Fe（L1）2（SCN）2（1）和Fe（L2）2（SCN）2（2）（L1 = 2-（噻吩） -3-yl）-1 H-咪唑并[4,5- f ] [1,10]菲咯啉，L2 = 2-（噻吩-2-基）-1 H-咪唑并[4,5- f ] [1，溶剂热合成10]菲咯啉。在1,10-菲咯啉衍生物中具有不同的取代位置时，1在室温下具有T 1/2的逐渐SCO= 280 K，而2在T 1/2 ↓= 210 K和T 1/2 ↑= 220 K时显示具有10 K滞后的突然SCO 。
• Synthesis, spectroscopic, and DFT studies of rhenium(І) complexes with phenanthrolineimidazo ligands containing thienyl moieties
  作者：Jie-Xiu Wang、Hong-Ying Xia、Wen-Qu Liu、Feng Zhao、Yi-bo Wang

  DOI：10.1016/j.ica.2012.07.032

  日期：2013.1

  A rhenium(I)-tricarbonyl complex [Re(CO)(3)(L)Cl] (L = 2-(3-thienyl)imidazo[4,5-f][1,10]-phenanthroline; TIMPhen-Re) was successfully synthesized. UV-Vis absorption, fluorescence spectrometry, and cyclic voltammetry were used to investigate the photophysical properties of the complex. The geometrical structures of the ground state and the absorption spectral properties of TIMPhen-Re were determined using density functional theory and time-dependent density functional theory. The lowest-lying singlet -> singlet absorption band of TIMPhen-Re, corresponding to the prominent absorption peak at 415 nm observed in the experiments, was assigned to the pure highest occupied molecular orbital -> lowest unoccupied molecular orbital transition. The calculated ionization potential and electron affinity show that TIMPhen-Re possesses good hole-transfer abilities, and the balanced transport of electrons and holes is compared with that of its analog Phen-Re. (C) 2012 Elsevier B.V. All rights reserved.