bis(2-phenylpyridine-C2,N)-bis(aquo)iridium(III) trifluoromethanesulfonate | 153297-46-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: bis(2-phenylpyridine-C2,N)-bis(aquo)iridium(III) trifluoromethanesulfonate
• 英文别名: bis(2-phenylpyridine-C²,N)-bis(aquo)iridium(III) trifluoromethanesulfonate；[Ir(ppy)₂(H₂O)₂]OTf；[Ir(2-phenylpyridine(-1H))2(OH2)2](trifluoromethanesulfonate)；Ir(2-pyridylphenyl)2(H2O)2OTf；Ir(ppy)2(H2O)2OTf
• CAS: 153297-46-2
• 化学式: CF₃O₃S*C₂₂H₂₀IrN₂O₂
• 分子量: 685.703
• InChiKey: YTIRDIDNGAWJRR-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  None
• 重原子数：
  None
• 可旋转键数：
  None
• 环数：
  None
• sp3杂化的碳原子比例：
  None
• 拓扑面积：
  None
• 氢给体数：
  None
• 氢受体数：
  None

反应信息

• 作为反应物：
  描述：

  bis(2-phenylpyridine-C2,N)-bis(aquo)iridium(III) trifluoromethanesulfonate 、 Ac-His-Ala-Ala-Ala-His-NH2 以 aq. phosphate buffer 为溶剂， 反应 2.0h， 生成
  参考文献：
  名称：

  Histidine–Iridium(III) Coordination-Based Peptide Luminogenic Cyclization and Cyclo-RGD Peptides for Cancer-Cell Targeting

  摘要：

  In the field of peptide drug discovery, structural constraining and fluorescent labeling are two sought-after techniques important for both basic research and pharmaceutical development. In this work, we describe an easy-to-use approach for simultaneous peptide cyclization and luminescent labeling based on iridium(III)-histidine coordination (Ir-HH cyclization). Using a series of model peptides with histidine flanking each terminus, the binding activity and reaction kinetics of Ir-HH cyclization of different ring sizes were characterized. In the series, Ir-HAnH (n = 2, 3) with moderate ring sizes provides appropriate flexibility and proper distance between histidines for cyclic formation, which leads to the best binding affinity and structural stability in physiological conditions, as compared to other Ir-HH-cyclized peptides with smaller (n = 0, 1) or larger (n = 4, 5) ring sizes. Ir-HRGDH, an Ir-HH-cyclized peptide containing integrin targeting motif Arg-Gly-Asp (RGD), showed better targeting affinity than its linear form and enhanced membrane permeability in comparison with fluorescein-labeled cyclic RGDyK peptide. Cell death inducing peptide KLA-linked Ir-HRGDH (Ir-HRGDH-KLA) showed dramatically enhanced cytotoxicity and high selectivity for cancer cells versus noncancer cells. These data demonstrate that the method conveniently combines structural constraining of peptides with luminescent imaging capabilities, which facilitates functional and intracellular characterization of potential peptide-based drug leads, thus introducing a new tool to meet emerging needs in medicinal research.

  DOI：

  10.1021/ja511656q
• 作为产物：
  描述：

  [iridium(III)(μ-chloro)(2-phenylpyridine)2]2 、 水 、 silver trifluoromethanesulfonate 以 乙醇 、 水 为溶剂， 以60%的产率得到bis(2-phenylpyridine-C2,N)-bis(aquo)iridium(III) trifluoromethanesulfonate
  参考文献：
  名称：

  Cyclometalated Iridium(III) Aquo Complexes:  Efficient and Tunable Catalysts for the Homogeneous Oxidation of Water

  摘要：

  A series of bis-phonylpyridine, bis-aquo iridium(III) complexes is herein shown to robustly and efficiently catalyze the oxidation of water to dioxygen in the presence of a sacrificial oxidant. Through substitution on the cyclometalating ligands of these complexes, it is shown that a broad range of oxidation potentials can be achieved within this class of catalyst. Parallel, dynamic monitoring of oxygen evolution, made possible by equipping reaction vessels with pressure-voltage transducers, facilitates correlation of these complexes' ionization potentials with their respective activity toward water oxidation. The importance of these catalysts lies in (A) their ability to oxidize water in a purely aqueous medium, (B) their simplicity of design, (C) their durability, and (D) the ease with which they can be tuned to accommodate the electrochemical needs of photosensitizers in hypothetical photochemical water oxidation and full artificial photosynthetic schemes.

  DOI：

  10.1021/ja074478f
• 作为试剂：
  描述：

  水 在 bis(2-phenylpyridine-C2,N)-bis(aquo)iridium(III) trifluoromethanesulfonate ammonium cerium(IV) nitrate 作用下， 以 水 为溶剂， 生成 氢气 、 氧气
  参考文献：
  名称：

  Highly Active and Robust Cp* Iridium Complexes for Catalytic Water Oxidation

  摘要：

  A series of Cp*Ir catalysts are the most active known by over an order of magnitude for water oxidation with Ce(IV). DFT calculations support a Cp*Ir=O complex as an active species.

  DOI：

  10.1021/ja901270f

文献信息

• PHOSPHORESCENT MATERIALS
  申请人：Universal Display Corporation

  公开号：US20150307535A1

  公开（公告）日：2015-10-29

  Novel organic compounds containing a twisted aryl group are provided. In particular, the compounds provided contain a 2-phenylpyridine ligand having a twisted aryl group on the pyridine portion of the ligand. The compounds may be used in organic light emitting devices, particularly as emitting dopants. Devices comprising the compounds containing twisted aryl may demonstrate improved color, efficiency, stability and manufacturing. Additionally, methods are provided for making homoleptic Ir (III) compounds which may contain a twisted aryl.

  提供了含有扭曲芳基团的新型有机化合物。具体来说，所提供的化合物包含在配体的吡啶部分上具有扭曲芳基团的2-苯基吡啶配体。这些化合物可以用于有机发光器件，特别是作为发射掺杂剂。含有扭曲芳基的化合物的器件可能表现出改善的颜色、效率、稳定性和制造工艺。此外，提供了制备可能含有扭曲芳基的同核铱（III）化合物的方法。
• Rhodium-Catalyzed<i>ortho</i>-Selective CF Bond Borylation of Polyfluoroarenes with BpinBpin
  作者：Wen-Hao Guo、Qiao-Qiao Min、Ji-Wei Gu、Xingang Zhang

  DOI：10.1002/anie.201500124

  日期：2015.7.27

  An ortho‐selective CF bond borylation between N‐heterocycle‐substituted polyfluoroarenes and Bpin‐Bpin with simple and commercially available [Rh(cod)2]BF4 as a catalyst is now reported. The reaction proceeds under mild reaction conditions with high efficiency and broad substrate scope, even toward monofluoroarene, thus providing a facile access to a wide range of borylated fluoroarenes that are useful

  邻选择性Ç 的N-杂环取代的polyfluoroarenes和BPIN-BPIN用简单的和可商购的间F键硼化的[Rh（COD）2 ] BF 4现在报告作为催化剂。该反应在温和的反应条件下以高效率和宽泛的底物范围进行，甚至朝单氟芳烃进行，因此可以轻松地获得各种对光电子材料有用的硼化氟代芳烃。初步的机理研究表明，通过关键中间体氢化铑（III）络合物[（H）Rh III L n（BPIn）]的Rh III / V催化循环可能参与了反应。
• Cationic Iridium(III) Complexes Bearing Phosphaalkene and 2-Pyridylphenyl Ligands
  作者：Akito Hayashi、Takeshi Ishiyama、Masaaki Okazaki、Fumiyuki Ozawa

  DOI：10.1021/om700275s

  日期：2007.7.1

  The reactions of [Ir(ppy)(2)(H2O)(2)](OTf) (ppy = 2-pyridylphenyl) with 1,2-diaryl-3,4-bis[(2,4,6-tri-tert-butylphenyl)phosphinidene]cyclobutenes (DPCB-Y) afford [Ir(ppy)(2)(DPCB-Y)](OTf) (Y = CF3 (1), H (2), and OMe (3)) in high yields. The 2-(2-pyridyl)phosphaethene ((PN)-N-boolean AND) analogue [Ir(ppy)(2)((PN)-N-boolean AND)](OTf) (4) is prepared in a similar manner. Complexes 1-4 are characterized by elemental analysis, NMR and electronic spectroscopy, cyclic voltammetry, and/or X-ray structural analysis.