Ir(2,6-bis(1-methyl-benzimidazol-2-yl)pyridine)Cl3 | 187244-98-0

• 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: Ir(2,6-bis(1-methyl-benzimidazol-2-yl)pyridine)Cl3
• 英文别名: [Ir(Mebip)Cl3]；[Ir(2,6-bis(N-methyl-benzimidazol-2-yl)pyridine)Cl3]；1-methyl-2-[6-(1-methylbenzimidazol-2-yl)pyridin-2-yl]benzimidazole;trichloroiridium
• CAS: 187244-98-0
• 化学式: C₂₁H₁₇Cl₃IrN₅
• 分子量: 637.978
• InChiKey: BIQVIODUPQIUOV-UHFFFAOYSA-K

计算性质

• 辛醇/水分配系数(LogP)：
  6.26
• 重原子数：
  30
• 可旋转键数：
  0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  48.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-苯基吡啶 、 ammonium hexafluorophosphate 、 Ir(2,6-bis(1-methyl-benzimidazol-2-yl)pyridine)Cl3 以 甘油 、 水 为溶剂， 反应 0.25h， 以61%的产率得到
  参考文献：
  名称：

  METAL COMPLEX COMPOUND AND ORGANIC ELECTROLUMINESCENT DEVICE USING SAME

  摘要：

  公开号：

  EP1816134B1
• 作为产物：
  描述：

  iridium(III) chloride 、 2,6-二(1-甲基苯并咪唑-2-基)吡啶 以 乙二醇 为溶剂， 反应 3.0h， 以59%的产率得到Ir(2,6-bis(1-methyl-benzimidazol-2-yl)pyridine)Cl3
  参考文献：
  名称：

  METAL COMPLEX COMPOUND AND ORGANIC ELECTROLUMINESCENT DEVICE USING SAME

  摘要：

  公开号：

  EP1816134B1

文献信息

• Highly Phosphorescent Iridium Complexes Containing Both Tridentate Bis(benzimidazolyl)-benzene or -pyridine and Bidentate Phenylpyridine:  Synthesis, Photophysical Properties, and Theoretical Study of Ir-Bis(benzimidazolyl)benzene Complex
  作者：Shinya Obara、Masumi Itabashi、Fumio Okuda、Satoru Tamaki、Yoshiaki Tanabe、Youichi Ishii、Koichi Nozaki、Masa-aki Haga

  DOI：10.1021/ic060796o

  日期：2006.10.30

  quasireversible Ir(III/IV) oxidation wave at +1.05 V, while the Ir complexes, [Ir(Mebib)(ppy)Cl], were oxidized at +0.42 V versus Fc/Fc+. The introduction of an Ir-C bond in [Ir(Mebib)(ppy)Cl] induces a large potential shift of 0.63 V in a negative direction. Further, the oxidation potential of [Ir(Mebib)(Rppy)X] was altered by the substitution of R, R', and X groups. Compared to the oxidation potential, the

  新型混合配体Ir（III）配合物[Ir（L）（NwedgeC）X] n +（L = N / C / N或N / N / N； X = Cl，Br，I，CN，CH3CN或- CCPh; n = 0或1），其中N / CwedgeN =双（N-甲基苯并咪唑基）苯（Mebib）和双（N-苯基苯并咪唑基）苯（Phbib），N / N / N =双（N-甲基苯并咪唑基） ）吡啶（Mebip），而N / C =苯基吡啶（ppy）衍生物。[Ir（Phbib）（ppy）Cl]和[Ir（Mebib）（mppy）Cl] [mppy = 5-甲基-2-（2'-吡啶基）苯基]的X射线晶体结构表明氮原子ppy配体中的ppy位于Me-或Phbib中的配位碳原子的反位，而ppy中的配位碳原子占据Cl的反位。[Ir（Mebip）（ppy）Cl] +在+1.05 V时显示出准可逆的Ir（III / IV）氧化波，而Ir络合
• Mixed-ligand iridium(<scp>iii</scp>) complexes as photodynamic anticancer agents
  作者：Yue Zheng、Liang He、Dong-Yang Zhang、Cai-Ping Tan、Liang-Nian Ji、Zong-Wan Mao

  DOI：10.1039/c7dt02273e

  日期：——

  Many phosphorescent iridium complexes are potent candidates as photodynamic therapeutic agents. In this work, a series of mixed-ligand phosphorescent iridium complexes (Ir1: [Ir(L1)(bpy)Cl](PF6)2; Ir2: [Ir(L1)(ppy)Cl](PF6); Ir3: [Ir(L2)(bpy)Cl](PF6)2; Ir4: [Ir(L2)(ppy)Cl](PF6). L1 = 2,6-bis(2-benzimidazolyl)pyridine; bpy = 2,2′-bipyridine; L2 = 2,6-bis(1-methyl-benzimidazol-2-yl)pyridine; ppy = 2-phenylpyridine)

  许多磷光铱络合物作为光动力治疗剂是有效的候选物。在这项工作中，一系列混合的配体磷光铱络合物（Ir1：[Ir（L 1）（bpy）Cl] [PF 6）2 ; Ir2：[Ir（L 1）（ppy）Cl]（PF 6） ；Ir3：[Ir（L 2）（bpy）Cl]（PF 6）2；Ir4：[Ir（L 2）（ppy）Cl]（PF 6）。L 1 = 2,6-双（2-苯并咪唑基） ）吡啶; bpy = 2,2'-联吡啶; L 2= 2,6-双（1-甲基-苯并咪唑-2-基）吡啶; ppy = 2-苯基吡啶）已经合成并表征。这些络合物显示出高的发光量子产率和长的磷光寿命。所有的配合物在水溶液中均耐水解，并且在辐照下可有效产生单线态氧（1 O 2）。Ir1和Ir2显示对pH敏感的发射特性。有趣的是，在人肺腺癌A549细胞中观察到Ir2和Ir4以及环金属化ppy配体具有更高的细胞摄取效率。具有对pH敏感的发射特性的Ir
• Reactions of rhodium and iridium salts with multidentate N-heterocycles
  作者：V. Gayathri、E.G. Leelamani、N.M.N. Gowda、G.K.N. Reddy

  DOI：10.1016/s0277-5387(96)00368-3

  日期：1997.1

  Complexes of rhodium and iridium of the types MX(3)L, MX(CO)(2)L and MX(3)(CO)L (X = halide) containing multidentate N-heterocycles (L),2,6-bis(benzimidazolyl)pyridine (bBzlH(2)py) and 2,6-bis(N-methylbenzimidazolyl)pyridine (bBzlMe(2)py) have been prepared and characterized by IR, electronic and H-1 and C-13 NMR spectral data. RhX(CO)(2)L, on treatment with alcoholic solvents or DMF undergoes reversible decarbonylation to produce RhXL . 2H(2)O. Passage of NO or O-2 through the carbonyl suspended in hot 2-methoxyethanol releases CO2. Copyright (C) 1997 Elsevier Science Ltd.
• Syntheses and Properties of Emissive Iridium(III) Complexes with Tridentate Benzimidazole Derivatives
  作者：Tomona Yutaka、Shinya Obara、Satoshi Ogawa、Koichi Nozaki、Noriaki Ikeda、Takeshi Ohno、Youichi Ishii、Ken Sakai、Masa-aki Haga

  DOI：10.1021/ic048622z

  日期：2005.6.1

  A series of novel emissive Ir(III) complexes having the coordination environments of [Ir(N boolean AND N boolean AND N)(2)](3+), [Ir(N boolean AND N boolean AND N)-(N boolean AND N)Cl](2+), and [Ir(N boolean AND N boolean AND N)(N boolean AND C boolean AND N)](2+) with 2,6-bis(1-methyl-benzimidazol-2-yl)pyridine (L1, N boolean AND N boolean AND N), 1,3-bis-(1-methyl-benzimidazol-2-yl)benzene (L2H, N boolean AND C boolean AND N), 4'-(4-methylphenyl)-2,2':6',2"-terpyridine (ttpy, N boolean AND N boolean AND N), and 2,2'-bipyridine (bpy, N boolean AND N) have been synthesized and their photophysical and electrochemical properties studied. The Ir(III) complexes exhibited phosphorescent emissions in the 500-600 nm region, with lifetimes ranging from approximately 1-10 mu s at 295 K. Analysis of the 0-0 energies and the redox potentials indicated that the lowest excited state of [Ir(L1)(L2)](2+) possessed the highest contribution of (MLCT)-M-3 (MLCT = metal-to-ligand charge transfer) among the Ir(III) complexes, reflecting the sigma-donating ability of the tridentate ligand, ttpy < L1 < L2. The emission quantum yields (Phi) of the Ir(III) complexes ranged from 0.037 to 0.19, and the highest Phi value (0.19) was obtained for [Ir(L1)(bpy)Cl](2+). Radiative rate constants (k(r)) were 1.2 x 10(4) S-1 for [Ir(ttpy)(2)](3+), 3.7 x 10(4) S-1 for [Ir(L1)(bpy)Cl](2+), 3.8 x 10(4) S-1 for [Ir(ttpy)(bpy)Cl](2+), 3.9 X 10(4) S-1 for [Ir(L1)(2)](3+), and 6.6 x 10(4) S-1 for [Ir(L1)(L2)](2+). The highest radiative rate for [Ir(L1)(L2)](2+) With the highest contribution of (MLCT)-M-3 could be explained in terms of the singlet-triplet mixing induced by spin-orbit coupling of 5d electrons in the MLCT electronic configurations.
• METAL COMPLEX COMPOUND AND ORGANIC ELECTROLUMINESCENT DEVICE USING SAME
  申请人：IDEMITSU KOSAN CO., LTD.

  公开号：EP1816134B1

  公开（公告）日：2013-10-23