2-[4-((2,6-dipyridin-2-yl)pyridin-4-yl)phenyl]-1H-imidazole[4,5-f][1,10]phenanthroline | 1322784-25-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并咪唑类
• 英文名称: 2-[4-((2,6-dipyridin-2-yl)pyridin-4-yl)phenyl]-1H-imidazole[4,5-f][1,10]phenanthroline
• 英文别名: 2-(4-(2,6-di(pyridin-2-yl)pyridine-4-yl)phenyl)-1H-imidazole[4,5][1,10]phenanthroline；2-(4-(2,6-di(pyridin-2-yl)pyridin-4-yl)phenyl)-1H-imidazo[4,5-f][1,10]phenanthroline；2-(4-([2,2':6',2''-terpyridin]-4'-yl)phenyl)-1H-imidazo[4,5-f][1,10]phenanthroline；Htppip；2-[4-(2,6-dipyridin-2-ylpyridin-4-yl)phenyl]-1H-imidazo[4,5-f][1,10]phenanthroline
• CAS: 1322784-25-7
• 化学式: C₃₄H₂₁N₇
• 分子量: 527.588
• InChiKey: XIEFUZCUMADZNX-UHFFFAOYSA-N

物化性质

• 沸点：
  804.6±75.0 °C(predicted)
• 密度：
  1.350±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  41
• 可旋转键数：
  4
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  93.1
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  锇二(2,2'-联吡啶)氯化物 、 sodium perchlorate monohydrate 、 2-[4-((2,6-dipyridin-2-yl)pyridin-4-yl)phenyl]-1H-imidazole[4,5-f][1,10]phenanthroline 以 乙醇 为溶剂， 反应 72.0h， 以52%的产率得到[(2,2'-bipyridine)₂Os(2-{4-[2,6-di(pyridin-2-yl) pyridine-4-yl]phenyl}-1H-imidazole[4,5-f]-[1,10]phenanthroline)](ClO₄)₂
  参考文献：
  名称：

  A ternary memory module using low-voltage control over optical properties of metal-polypyridyl monolayers

  摘要：

  通过可交换的氧化还原状态，提出了一种可重置的三元存储模块。

  DOI：

  10.1039/c4cc00388h
• 作为产物：
  描述：

  对甲基苯甲醛 在 N-溴代丁二酰亚胺(NBS) 、 乌洛托品 、 potassium tert-butylate 、 溶剂黄146 、 过氧化苯甲酰 作用下， 以 四氢呋喃 、 四氯化碳 为溶剂， 生成 2-[4-((2,6-dipyridin-2-yl)pyridin-4-yl)phenyl]-1H-imidazole[4,5-f][1,10]phenanthroline
  参考文献：
  名称：

  A ternary memory module using low-voltage control over optical properties of metal-polypyridyl monolayers

  摘要：

  通过可交换的氧化还原状态，提出了一种可重置的三元存储模块。

  DOI：

  10.1039/c4cc00388h

文献信息

• Photoinduced intramolecular energy transfer and anion sensing studies of isomeric Ru^IIOs^IIcomplexes derived from an asymmetric phenanthroline–terpyridine bridge
  作者：Dinesh Maity、Chanchal Bhaumik、Debiprasad Mondal、Sujoy Baitalik

  DOI：10.1039/c3dt52186a

  日期：——

  Two heterobimetallic Ru(II)–Os(II) complexes of compositions [(bpy)2MII(phen-Hbzim-tpy)M′II(tpy-PhCH3)]4+, where MII = Ru and M′II = Os (4) and MII = Os and M′II = Ru (5), phen-Hbzim-tpy = 2-(4-(2,6-di(pyridin-2-yl)pyridine-4-yl)phenyl)-1H-imidazole[4,5][1,10]phenanthroline, bpy = 2,2′-bipyridine, and tpy-PhCH3 = 4′-(4-methylphenyl)-2,2′:6′,2′′-terpyridine have been synthesized and characterized by elemental analyses, ESI mass spectrometry, and 1H NMR and UV-vis absorption spectroscopy. The absorption spectra, redox behavior, and luminescence properties of the complexes have been thoroughly investigated and compared with that of monometallic model compounds [(bpy)2MII(phen-Hbzim-tpy)]2+ [MII = Ru (1) and MII = Os (2)] and [(phen-Hbzim-tpy)RuII(tpy-PhCH3)]2+ (3). The complexes display very intense, ligand-centered absorption bands in the UV and moderately intense MLCT bands in the visible regions. The bimetallic complexes show two successive one-electron reversible metal-centered oxidations, whereas the monometallic complexes display one-electron oxidation in the positive potential window. Steady state and time-resolved luminescence data at room temperature show that an efficient intramolecular electronic energy transfer takes place from the Ru-center to the Os-based component in both the heterometallic dyads in all the solvents. The complexes under investigation contain an imidazole NH proton which became appreciably acidic due to metal coordination and can be utilized for recognition of selective anions in solution either via hydrogen bonding interaction or by proton transfer. Accordingly, the anion binding properties of the two heterobimetallic complexes as well as parent bridging ligand, phen-Hbzim-tpy, have been studied in solutions using absorption, steady state and time-resolved luminescence spectral measurements. The metalloreceptors act as sensors for F−, CN− and AcO− ions. It is evident from sensing studies that in the presence of excess of selective anions, deprotonation of the imidazole N–H proton occurs in all cases.

  两种异双金属 Ru(II)−Os(II) 配合物，其组成为 [(bpy)2MII(phen-Hbzim-tpy)M−II(tpy-PhCH3)]4+，其中 MII = Ru 且 M−II = Os (4) 且 MII = Os 且 M−II = Ru (5), phen-Hbzim-tpy = 2-(4-(2,6-二(吡啶-2-基)吡啶-4-基)苯基)- 1H-咪唑[4,5][1,10]菲咯啉，bpy = 2,2‐联吡啶，tpy-PhCH3 = 4‐(4-甲基苯基)-2,2‐:6‐2, 2-2-三联吡啶已被合成并通过元素分析、ESI 质谱、1H NMR 和紫外-可见吸收光谱进行表征。配合物的吸收光谱、氧化还原行为和发光性质已得到彻底研究，并与单金属模型化合物 [(bpy)2MII(phen-Hbzim-tpy)]2+ [MII = Ru (1) 和 MII = Os (2)] 和 [(phen-Hbzim-tpy)RuII(tpy-PhCH3)]2+ (3)。该复合物在紫外区显示出非常强烈的、以配体为中心的吸收带，在可见光区域显示出中等强度的 MLCT 吸收带。双金属配合物显示出两个连续的单电子可逆金属中心氧化，而单金属配合物在正电势窗口中显示出单电子氧化。室温下的稳态和时间分辨发光数据表明，在所有溶剂中，异金属二元组中都发生了从 Ru 中心到 Os 基组分的有效分子内电子能量转移。所研究的配合物含有咪唑 NH 质子，由于金属配位，该质子明显呈酸性，可用于通过氢键相互作用或质子转移识别溶液中的选择性阴离子。因此，使用吸收、稳态和时间分辨发光光谱测量在溶液中研究了两种异双金属配合物以及母体桥接配体 phen-Hbzim-tpy 的阴离子结合特性。金属感受器充当 F-、CN- 和 AcO- 离子的传感器。传感研究表明，在存在过量选择性阴离子的情况下，所有情况下都会发生咪唑 N-H 质子的去质子化。
• Photoinduced Electron and Energy Transfer and pH-Induced Modulation of the Photophysical Properties in Homo- and Heterobimetallic Complexes of Ruthenium(II) and Rhodium(III) Based on a Heteroditopic Phenanthroline–Terpyridine Bridge
  作者：Dinesh Maity、Chanchal Bhaumik、Srikanta Karmakar、Sujoy Baitalik

  DOI：10.1021/ic400449c

  日期：2013.7.15

  occurs in all three unsymmetrical homobimetallic complexes. On the other hand, for both heterometallic dyads, an efficient intramolecular photoinduced electron transfer from the excited ruthenium moiety to the rhodium-based unit takes place. The rate constants for the energy- and electron-transfer processes have been determined by time-resolved emission spectroscopy. The influence of the pH on the absorption

  组成[[bpy）2 Ru II（phen-Hbzim-tpy）Ru II（tpy / tpy -PhCH 3 / H 2 pbbzim）]的同金属和异双金属配合物] 4+和[[bpy）2 Ru II（phen-Hbzim） -tpy）Rh III（tpy -PhCH 3 / H 2 pbbzim）] 5+，其中phen-Hbzim-tpy = 2- [4-（2,6-dipyridin-2-ylpyridin-4-yl）phenyl] -1 H-咪唑[4,5- f ] [1,10]菲咯啉，bpy = 2,2'-联吡啶，tpy = 2,2'：6'，2”-叔吡啶，tpy-PhCH 3 = 4'-（ 4-甲基苯基）-2,2'：6'，2''-叔吡啶和H 2已合成pbbzim = 2,6-双（苯并咪唑-2-基）吡啶，并通过元素分析，电喷雾电离质谱和1 H NMR光谱进行了表征。这些双金属配合物的吸收光
• Highly Sensitive and Selective Difunctional Ruthenium(II) Complex-Based Chemosensor for Dihydrogen Phosphate Anion and Ferrous Cation
  作者：Ze-Bao Zheng、Zhi-Ming Duan、Ying-Ying Ma、Ke-Zhi Wang

  DOI：10.1021/ic301555r

  日期：2013.3.4

  The anion-interaction properties of a Ru(II) complex of [Ru(bpy)(2)(Htppip)](ClO4)(2)center dot H2O center dot DMF (RuL) [bpy =2,2'-bipyridine and Htppip =2-(4-(2,6-di(pyridin-2-yl)pyridin-4-yl)phenyl)-1H-imidazo[4,5-f][1,10]phenanthroline} were thoroughly investigated in CH3CN and CH3CN/H2O (50:1, v/v) solutions by UV-visible absorption, emission, and NMR spectra. These analyses revealed that RuL acts as an efficient "turn on" emission sensor for H2PO4-, and a "turn off' sensor for F- and OAc-; in addition, RuL exhibited slightly disturbed emission spectra in the presence of the other anions studied (Cl-, Br-, I-, NO3-, and ClO4-). The cation-sensing properties of RuL were also studied in both neat CH3CN and aqueous 4-(2-hydroxyethyl)-1-piperazineethanesulfonic acid buffer (pH = 7.2)/CH3CN (71/1, v/v) solutions. RuL was found to exhibit a colorimetric sensing ability that was highly selective for Fe2+, as evidenced by an obvious color change from pale yellow to light red-purple to the naked eye over the other cations studied (Na+, Mg2+, Ba2+, Mn2+, Fe3+, Co2+; Ni2+, Cu2+, Zn2+, Cd2+, Hg2+, and Ag2+). To obtain insights into the possible binding modes and the sensing mechanisms, 'H NMR spectral analysis, luminescence lifetime measurements, and density functional theoretical calculations were also performed.
• A ternary memory module using low-voltage control over optical properties of metal-polypyridyl monolayers
  作者：Anup Kumar、Megha Chhatwal、Prakash Chandra Mondal、Vikram Singh、Alok Kumar Singh、Domenico A. Cristaldi、Rinkoo D. Gupta、Antonino Gulino

  DOI：10.1039/c4cc00388h

  日期：——

  A resettable ternary memory module is proposed via commutable redox states.

  通过可交换的氧化还原状态，提出了一种可重置的三元存储模块。