[(C5Me5)ClIr(dipyrido[3,2-a:2',3'-c]phenazine)](PF6) | 670244-11-8

• 英文名称: [(C5Me5)ClIr(dipyrido[3,2-a:2',3'-c]phenazine)](PF6)
• 英文别名: (η⁵-Cp*)IrCl(dipyrido[3,2-a:2′,3′-c]phenazine)PF₆
• CAS: 670244-11-8
• 化学式: C₂₈H₂₅ClIrN₄*F₆P
• 分子量: 790.17
• InChiKey: SWKRTSUYIIRERU-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：
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• 环数：
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• sp3杂化的碳原子比例：
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• 拓扑面积：
  None
• 氢给体数：
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• 氢受体数：
  None

反应信息

• 作为产物：
  描述：

  二吡啶并[3,2-a:2',3'-c]吩嗪 、 bis[dichloro(pentamethylcyclopentadienyl)iridium(III)] 、 ammonium hexafluorophosphate 以 甲醇 为溶剂， 以96%的产率得到[(C5Me5)ClIr(dipyrido[3,2-a:2',3'-c]phenazine)](PF6)
  参考文献：
  名称：

  线粒体特异性高细胞选择性铱 (III)-Cp* 双吡啶并吩嗪 (dppz) 复合物作为癌细胞显像剂

  摘要：

  癌症是迄今为止仅次于心血管疾病的最无法治愈的恶性疾病，死亡率不可估量。然而，对研究人员来说，有效的癌症药物和疗法仍然是天空中的城堡。因此，为了寻找合适的消灭癌症的策略，我们设计了一组 Ir( III)–Cp* 双吡啶并吩嗪复合物作为发光抗癌剂，结合了平面双吡啶并吩嗪 (dppz) 部分通过 DNA 相互作用和线粒体功能障碍的抗癌能力，以及铱金属的出色光致发光能力和靶向特异性。因此，利用同一系统中这些双重方面的协同作用，我们渴望通过制备有效的、水溶性的、线粒体靶向的、高度细胞选择性的、发光的、癌细胞可渗透的方法来强调本研究中癌症治疗的治疗诊断方法支架，使诊断以及体内癌细胞的愈合成为可能。在这里，环戊二烯基 (Cp*) 部分与氟基团的存在增强了复合物的亲脂性。还，III )-双吡啶并吩嗪复合物 ( IrL1-IrL7 ) 对抗结直肠腺癌细胞 (Caco-2) 和人上皮样子宫颈癌细胞 (HeLa

  DOI：

  10.1039/d0dt03586f

文献信息

• Metal vs Ligand Reduction in Complexes of Dipyrido[3,2-<i>a</i>:2‘,3‘-<i>c</i>]phenazine and Related Ligands with [(C₅Me₅)ClM]⁺ (M = Rh or Ir):  Evidence for Potential Rather Than Orbital Control in the Reductive Cleavage of the Metal−Chloride Bond
  作者：Sascha Berger、Jan Fiedler、Ralf Reinhardt、Wolfgang Kaim

  DOI：10.1021/ic0351388

  日期：2004.2.1

  Complexes between the chlorometal(III) cations [(C5Me5)CIM](+), M = Rh or Ir, and the 1,10-phenanthroline-derived alpha-diimine (Nboolean ANDN) ligands dipyrido[3,2-a:2',3'-c]phenazine (dppz), 1,4,7,10-tetraazaphenanthrene (tap), or 1,10-phenanthroline-5,6-dione (pdo) were investigated by cyclic voltammetry, EPR, and UV-vis-NIR spectroelectrochemistry with respect to either ligand-based or metal-centered (and then chloride-dissociative) reduction. Two low-lying unoccupied molecular orbitals (MOs) are present in each of these three Nboolean ANDN ligands; however, their different energies and interface properties are responsible for different results. Metal-centered chloride-releasing reduction was observed for complexes of the DNA-intercalation ligands dppz and tap to yield compounds [(Nboolean ANDN)(C5Me5)M] in a two-electron step. The separation of alpha-diimine centered optical orbitals and phenazine-based redox orbitals is apparent from the EPR and UV-vis-NIR spectroelectrochemistry of [(dppz)(C5Me5)M](0/.-/2-). In contrast, the pdo complexes undergo a reversible one-electron reduction to yield o-semiquinone radical complexes [(pdo)(C5Me5)CIM](.) before releasing the chloride after the second electron uptake. The fact that the dppz complexes undergo a Cl--dissociative two-electron reduction despite the presence of a lowest lying pi* MO (b(1)(phz)) with very little overlap to the metal suggests that an unoccupied metal/chloride-based orbital is lower in energy. This assertion is confirmed both by the half-wave reduction potentials of the ligands (tap, -1.95 V; dppz, -1.60 V; pdo, -0.85 V) and by the typical reduction peak potentials of the complexes [(L)(C5Me5)CIM](PF6) (tap, -1.1 V; dppz, -1.3 V; pdo, -0.6 V; all values against Fc(+/0)).