[Ir(1,3-di(2-pyridyl)-4,6-dimethylbenzene-N,C2,N)(mtbpy-.vphi.-Ph)](hexafluorophosphate) | 1008133-53-6

• 英文名称: [Ir(1,3-di(2-pyridyl)-4,6-dimethylbenzene-N,C2,N)(mtbpy-.vphi.-Ph)](hexafluorophosphate)
• CAS: 1008133-53-6
• 化学式: C₄₇H₃₆IrN₄*F₆P
• 分子量: 994.014
• InChiKey: QYAPGIZRLLAZAU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
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• 重原子数：
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• 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：
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• 氢给体数：
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• 氢受体数：
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反应信息

• 作为反应物：
  描述：

  N-溴代丁二酰亚胺(NBS) 、 [Ir(1,3-di(2-pyridyl)-4,6-dimethylbenzene-N,C2,N)(mtbpy-.vphi.-Ph)](hexafluorophosphate) 以 乙腈 为溶剂， 以99%的产率得到[Ir(1-bromo-3,5-di(2-pyridyl)-2,6-dimethylbenzene-N,C4,N))(mtbpy-.vphi.-Ph)](hexafluorophosphate)
  参考文献：
  名称：

  A New Class of Iridium Complexes Suitable for Stepwise Incorporation into Linear Assemblies: Synthesis, Electrochemistry, and Luminescence

  摘要：

  A new family of cationic iridium(III) complexes is reported that contain two cyclometalating terdentate ligands. The complex [Ir(NCN-dpyx)(NNC-phbpy)](+) (1) contains one NCN-coordinating ligand, cyclometalating through the central phenyl ring, and one NNC-coordinated ligand, cyclometalated at the peripheral phenyl ring [dpyxH = 1,3-di(2-pyridyl)-4,6-dimethylbenzene; phbpyH = 6-phenyl-2,2'-bipyridine]. This binding mode dictates a mutually cis arrangement of the cyclometalated carbon atoms: the complexes are thus bis-terdentate analogues of the well-known [Ir(NC-ppy)(2)(NN-bpy)](+) family of complexes, which similarly contain acis-C2N4 coordination environment. The dpyx ligand can be brominated regioselectively at the carbon atom para to the metal under mild conditions. Starting from a modified complex, [Ir(NCN-dpyx)(NNC-mtbpy-phi-Br)](+) (2), which incorporates a pendent bromophenyl group, a sequential cross-coupling-bromination-cross-coupling strategy can be applied for the stepwise introduction of aryl groups into the ligands, using in situ palladium-catalyzed Suzuki reactions with arylboronic acids [mtbpyH-phi-Br = 4-(p-bromophenyl)-6-(m-tolyl)bipyridine]. Dimetallic complexes 6 and 7 have similarly been prepared by a palladium-catalyzed reaction of complex 2 with 1,4-benzenediboronic acid and 4,4'-biphenyldiboronic acid, respectively. All five monometallic complexes and both dimetallic systems are luminescent in solution, emitting around 630 nm in MeCN at 298 K, with quantum yields in the range of 0.02-0.06, superior to [Ir(ppy)(2)(bpy)](+). The luminescence, electrochemistry, and singlet-oxygen-sensitizing abilities of the new family of complexes are discussed in the context of the tris-bidentate analogues and related bis-terdentate compounds that contain a trans arrangement of cyclometalated carbon atoms.

  DOI：

  10.1021/ic701788d
• 作为产物：
  描述：

  [Ir(1,3-di(2-pyridyl)-4,6-dimethylbenzene-N,C2,N)(4-(p-bromophenyl)-6-(m-tolyl)-2,2'-bipyridine(-H))](hexafluorophosphate) 、 苯硼酸 在 四(三苯基膦)钯 sodium carbonate 作用下， 以 水 、 二甲基亚砜 为溶剂， 以72%的产率得到[Ir(1,3-di(2-pyridyl)-4,6-dimethylbenzene-N,C2,N)(mtbpy-.vphi.-Ph)](hexafluorophosphate)
  参考文献：
  名称：

  A New Class of Iridium Complexes Suitable for Stepwise Incorporation into Linear Assemblies: Synthesis, Electrochemistry, and Luminescence

  摘要：

  A new family of cationic iridium(III) complexes is reported that contain two cyclometalating terdentate ligands. The complex [Ir(NCN-dpyx)(NNC-phbpy)](+) (1) contains one NCN-coordinating ligand, cyclometalating through the central phenyl ring, and one NNC-coordinated ligand, cyclometalated at the peripheral phenyl ring [dpyxH = 1,3-di(2-pyridyl)-4,6-dimethylbenzene; phbpyH = 6-phenyl-2,2'-bipyridine]. This binding mode dictates a mutually cis arrangement of the cyclometalated carbon atoms: the complexes are thus bis-terdentate analogues of the well-known [Ir(NC-ppy)(2)(NN-bpy)](+) family of complexes, which similarly contain acis-C2N4 coordination environment. The dpyx ligand can be brominated regioselectively at the carbon atom para to the metal under mild conditions. Starting from a modified complex, [Ir(NCN-dpyx)(NNC-mtbpy-phi-Br)](+) (2), which incorporates a pendent bromophenyl group, a sequential cross-coupling-bromination-cross-coupling strategy can be applied for the stepwise introduction of aryl groups into the ligands, using in situ palladium-catalyzed Suzuki reactions with arylboronic acids [mtbpyH-phi-Br = 4-(p-bromophenyl)-6-(m-tolyl)bipyridine]. Dimetallic complexes 6 and 7 have similarly been prepared by a palladium-catalyzed reaction of complex 2 with 1,4-benzenediboronic acid and 4,4'-biphenyldiboronic acid, respectively. All five monometallic complexes and both dimetallic systems are luminescent in solution, emitting around 630 nm in MeCN at 298 K, with quantum yields in the range of 0.02-0.06, superior to [Ir(ppy)(2)(bpy)](+). The luminescence, electrochemistry, and singlet-oxygen-sensitizing abilities of the new family of complexes are discussed in the context of the tris-bidentate analogues and related bis-terdentate compounds that contain a trans arrangement of cyclometalated carbon atoms.

  DOI：

  10.1021/ic701788d