[1,3-bis((3-adamantyl)imidazolium-1-yl)-4,6-dimethylbenzene iodide][(η4-cyclooctadiene)diiodoiridate(I)] | 1242102-01-7

• 英文名称: [1,3-bis((3-adamantyl)imidazolium-1-yl)-4,6-dimethylbenzene iodide][(η4-cyclooctadiene)diiodoiridate(I)]
• CAS: 1242102-01-7
• 化学式: C₈H₁₂I₂Ir*C₃₄H₄₄N₄*I
• 分子量: 1189.87
• InChiKey: IITMBYXGOPSHEK-QYQGWENJSA-K

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：
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• sp3杂化的碳原子比例：
  None
• 拓扑面积：
  None
• 氢给体数：
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• 氢受体数：
  None

反应信息

• 作为反应物：
  描述：

  [1,3-bis((3-adamantyl)imidazolium-1-yl)-4,6-dimethylbenzene iodide][(η4-cyclooctadiene)diiodoiridate(I)] 在 KO-t-Bu 作用下， 以 四氢呋喃 为溶剂， 以90%的产率得到(4,6-dimethyl-1,3-phenylene)(1-adamantylimidazolium)(3-adamantylimidazol-2-ylidene) iodide (η4-1,5-cyclooctadiene)iridium(I) iodide
  参考文献：
  名称：

  Evidence for C−H···X−Ir (X = Cl or I) Hydrogen Bonding between Imidazolium Salts and Iridium-Bound Halides and Formation of Ir(I) NHC Complexes

  摘要：

  Reactions between an N,N'-adamantyl-substituted bis(imidazolium) diiodide (CHimid CHCHimid)I-2 (1) and the dinuclear iridium(I) complex ([Ir(mu-X)(cod)](2) [X = Cl, I (prepared in situ)] in the absence of a base yielded the hydrogen-bonded complexes [(CHimidCHCHimid)I](+)[IrCl(I)(cod)](-) (2) and [(CHimidCHCHimid)I](+)[IrI2(cod)](-) (2'). The charge-assisted intermolecular C-H center dot center dot center dot X-M hydrogen-bonding interactions between the [(CHimidCHCHimid)I](+) cations and the [IrX(I)(cod)](-) (X = Cl or I) anions involve two (C2-)H atoms of the imidazolium salt precursors and a halogen atom terminally bound to iridium. These hydrogen-bonded compounds can be converted to the monometalated iridium(I) N-heterocyclic carbene (NHC) complexes [IrCl(cod)(CHimidCHCNHC)] I (3) and [IrI(cod)(CHimidCHCNHC)]I (3') by strong or weak bases. On the basis of our experimental results, we suggest an explanation for the influence of the imidazolium counteranions on the metalation reactions. The reaction between the bis(imidazolium) diiodide and [Ir(mu-Cl)(cod)](2) in the presence of excess Cs2CO3 in refluxing acetonitrile directly afforded the monometalated iridium(I) NHC complex 3. The crystal structures of 2' center dot MeCN and 3/3' center dot MeCN have been determined by X-ray diffraction.

  DOI：

  10.1021/om100496x
• 作为产物：
  描述：

  bis(1,5-cyclooctadiene)diiridium(I) dichloride 、 (4,6-dimethyl-1,3-phenylene)bis(1-adamantylimidazolium) diiodide 、 potassium iodide 以 乙腈 为溶剂， 以47%的产率得到[1,3-bis((3-adamantyl)imidazolium-1-yl)-4,6-dimethylbenzene iodide][(η4-cyclooctadiene)diiodoiridate(I)]
  参考文献：
  名称：

  Evidence for C−H···X−Ir (X = Cl or I) Hydrogen Bonding between Imidazolium Salts and Iridium-Bound Halides and Formation of Ir(I) NHC Complexes

  摘要：

  Reactions between an N,N'-adamantyl-substituted bis(imidazolium) diiodide (CHimid CHCHimid)I-2 (1) and the dinuclear iridium(I) complex ([Ir(mu-X)(cod)](2) [X = Cl, I (prepared in situ)] in the absence of a base yielded the hydrogen-bonded complexes [(CHimidCHCHimid)I](+)[IrCl(I)(cod)](-) (2) and [(CHimidCHCHimid)I](+)[IrI2(cod)](-) (2'). The charge-assisted intermolecular C-H center dot center dot center dot X-M hydrogen-bonding interactions between the [(CHimidCHCHimid)I](+) cations and the [IrX(I)(cod)](-) (X = Cl or I) anions involve two (C2-)H atoms of the imidazolium salt precursors and a halogen atom terminally bound to iridium. These hydrogen-bonded compounds can be converted to the monometalated iridium(I) N-heterocyclic carbene (NHC) complexes [IrCl(cod)(CHimidCHCNHC)] I (3) and [IrI(cod)(CHimidCHCNHC)]I (3') by strong or weak bases. On the basis of our experimental results, we suggest an explanation for the influence of the imidazolium counteranions on the metalation reactions. The reaction between the bis(imidazolium) diiodide and [Ir(mu-Cl)(cod)](2) in the presence of excess Cs2CO3 in refluxing acetonitrile directly afforded the monometalated iridium(I) NHC complex 3. The crystal structures of 2' center dot MeCN and 3/3' center dot MeCN have been determined by X-ray diffraction.

  DOI：

  10.1021/om100496x