氯（1,5-环辛二烯）（1,10-菲咯啉）铱（I）四氢呋喃加合物 | 53522-11-5

• 中文名称: 氯（1,5-环辛二烯）（1,10-菲咯啉）铱（I）四氢呋喃加合物
• 英文名称: [Ir(cyclooctadiene)(1,10-phenanthroline)]Cl
• 英文别名: [Ir(COD)(phen)]Cl；Chloro(1,5-cyclooctadiene)(1,10-phenanthroline)iridium(I) THF adduct；[iridium(I)(1,5-cyclooctadiene)(1,10-phenantroline)chloride]；(cyclo-octa-1,5-diene)Ir(phenanthroline)Cl；Ir(Cl)(cyclooctadiene)(1,10-phenanthroline)；(Phen)Ir(COD)(Cl)；Ir(Cl)(COD)(phen)；Ir(1,5-cyclooctadiene)(1,10-phenanthroline)Cl；Ir(cod)(phen)Cl；[iridium(I)(phen)(1,5-cyclooctadiene)]Cl
• CAS: 53522-11-5；41396-69-4
• 化学式: C₂₀H₂₀IrN₂*Cl
• 分子量: 516.065
• InChiKey: OGAFEQAHTJWQHN-ONEVTFJLSA-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：

  氯（1,5-环辛二烯）（1,10-菲咯啉）铱（I）四氢呋喃加合物 在 乙二胺 作用下， 以 甲醇 为溶剂， 生成 (cyclo-octa-1,5-diene)Ir(ethylenediamine)(1+)
  参考文献：
  名称：

  四配位和五配位铱（I）配合物取代反应的动力学和机理。检测稳定的反应中间体

  摘要：

  摘要动力学研究了四（X = Cl）和五（X = I，SCN）配位化合物CODIr（phen）X与乙二胺的取代反应。五坐标系统的机制是分离的。在四坐标系的取代反应中检测到稳定的四坐标或五坐标中间CODIr（phen）（en）+ hat。

  DOI：

  10.1016/s0020-1693(00)87255-2
• 作为产物：
  描述：

  [Ir(acetylacetonate-C(3))(cyclooctadiene)(1,10-phenanthroline)] 在 HCl 作用下， 以 乙醇 为溶剂， 以75%的产率得到氯（1,5-环辛二烯）（1,10-菲咯啉）铱（I）四氢呋喃加合物
  参考文献：
  名称：

  Synthesis and crystal structure of [Ir(acac-C3)(COD)(phen)]

  摘要：

  DOI：

  10.1016/s0022-328x(00)99281-7
• 作为试剂：
  描述：

  吡咯 、 联硼酸频那醇酯 在 氯（1,5-环辛二烯）（1,10-菲咯啉）铱（I）四氢呋喃加合物 作用下， 以 正辛烷 为溶剂， 反应 16.0h， 以47%的产率得到吡咯-2-硼酸频哪醇酯
  参考文献：
  名称：

  Iridium-Catalyzed C–H Borylation of Heterocycles Using an Overlooked 1,10-Phenanthroline Ligand: Reinventing the Catalytic Activity by Understanding the Solvent-Assisted Neutral to Cationic Switch

  摘要：

  The preformed catalyst [Ir(Cl)(COD)(1,10-phenanthroline)] (2; COD = cyclooctadiene) was found to be highly effective in a model reaction for the borylation of N-Boc-indole at the 3-position with B(2)pin(2) (pin = pinacolato) as the borylating agent to give consistently 99% yield with 0.5 mol % catalyst loading. The corresponding in situ formed catalyst from [Ir(Cl)(COD)](2) and 1,10-phenanthroline provided very inconsistent results for the same reaction (0-94% conversion). We propose this to be due to the competing formation of a catalytically inactive cationic complex, [Ir(COD)(1,10-phenanthroline)]Cl-+(-) (1), in a noncoordinating solvent such as octane. Complexes 1 and 2 were characterized using solid-state NMR (C-13 and Cl-35) in conjunction with XPS to be cationic and neutral, respectively. The X-ray crystal structure of a pentavalent neutral Ir complex, [Ir(Cl)(COD)(2,2'-bipyridine)] (3), was also obtained for comparison purposes. Using catalyst 2, the total synthesis of Meridianin G was accomplished in 87% overall isolated yield in a one-pot, three-step process.

  DOI：

  10.1021/om500420d

文献信息

• Kinetic evidence for a possible end-on oxidative addition of dioxygen to a five-co-ordinate iridium(I) complex
  作者：Wynand J. Louw、Thomas I. A. Gerber、Dirk J. A. de Waal

  DOI：10.1039/c39800000760

  日期：——

  Kinetic measurements have been shown dioxygen to react faster with the five-co-ordinate complex [(cod)Ir(phen)I](cod = cyclo-octa-1,5-diene; phen = 1,10-phenanthroline) than with the four-co-ordinate complex [(cod)Ir(phen)]Cl to form the peroxide complex [(cod)Ir(phen)O2]X (X = Cl, I).

  动力学测量结果表明，与五坐标配合物[（cod）Ir（phen）I]（cod =环-octa-1,5-diene; phen = 1,10-菲咯啉）相比，双氧的反应更快。四坐标络合物[（cod）Ir（phen）] Cl形成过氧化物络合物[（cod）Ir（phen）O 2 ] X（X = Cl，I）。
• Iridium(I) complexes with tetrafluorobenzobarrelene
  作者：Rafael Usón、Luis A. Oro、Daniel Carmona、Miguel A. Esteruelas

  DOI：10.1016/0022-328x(84)85014-7

  日期：1984.2
• Organoiridium compounds with substituted phenantrolines as alkynes polymerization catalysts
  作者：Serena Filipuzzi、Erica Farnetti

  DOI：10.1016/j.molcata.2005.05.016

  日期：2005.9

  The iridium derivatives [Ir(diene)(N-N)X] (diene=1,5-cyclooctadiene, 1,5-hexadiene; N-N=1,10-phenantroline, 4,7-dimethyl-1,10-phenantroline, 3,4,7,8-tetramethyl-1,10-phenantroline, 4,7-diphenyl-1,10-phenantroline; X=Cl, Br, I) catalyze the polymerization of pheny- lacetylene. The reaction is highly stereoselective with formation of 100% trans-polyphenylacetylene. The catalytic activity has a pronounced dependence upon the choice of the ligands coordinated to iridium: effect of nature of the diene, of the phenantroline, of the halogen, as well as of the reaction conditions (solvent, temperature, presence of a cocatalyst) have been examined in detail. The evolution of the catalyst precursors after addition of the alkyne has been studied by NMR; the results evidence a different behaviour of cyclooctadiene and hexadiene derivatives, which can be related to the differences observed in the catalytic reactions. (c) 2005 Elsevier B.V. All rights reserved.
• Louw, Wynand J.; Hepner, Carol E., Inorganic Chemistry, 1980, vol. 19, # 1, p. 7 - 11
  作者：Louw, Wynand J.、Hepner, Carol E.

  DOI：——

  日期：——
• Kinetics and mechanism of oxidative addition of methyl iodide to four- and five-coordinate iridium(I) complexes
  作者：Dirk J. A. De Waal、Thomas I. A. Gerber、Wynand J. Louw

  DOI：10.1021/ic00133a076

  日期：1982.3