(1,10-phenanthroline)Pd(CF₃COO)₂ | 157378-07-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 菲咯啉
• 英文名称: (1,10-phenanthroline)Pd(CF₃COO)₂
• 英文别名: Pd (1,10-phenantroline) bis(trifluoroacetate)；bis(O-trifluoroacetate)(1,10-phenanthroline)palladium(II)；(1,10-phenanthroline)Pd(OOCCF3)2；Palladium(2+);1,10-phenanthroline;2,2,2-trifluoroacetate
• CAS: 157378-07-9
• 化学式: C₁₆H₈F₆N₂O₄Pd
• 分子量: 512.661
• InChiKey: MQLZWLOSKRFUBT-UHFFFAOYSA-L

计算性质

• 辛醇/水分配系数(LogP)：
  1.38
• 重原子数：
  29
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  106
• 氢给体数：
  0
• 氢受体数：
  12

反应信息

• 作为反应物：
  描述：

  4-甲基吡啶 、 sodium hexaflorophosphate 、 (1,10-phenanthroline)Pd(CF₃COO)₂ 以 甲醇 为溶剂， 生成 [Pd(1,10-phenanthroline)(4-picoline)2][PF6]2
  参考文献：
  名称：

  具有单和双齿氮供体配体的阳离子钯配合物：CO /苯乙烯共聚反应中的合成，表征和反应活性

  摘要：

  摘要两类阳离子钯（II）配合物[Pd（phen）（L）2] [PF 6] 2（L =吡啶（1a），2-甲基吡啶（2-pic）（1b），3-甲基吡啶（ 3-pic）（1c），4-picoline（4-pic）（1d））和[Pd（CH 3）（L）（phen）] [OTf]（L = 2-pic（2b），3-pic （2c）和4-pic（2d）），已经合成并表征了具有结合到相同金属中心的单和二齿氮供体配体。对于二价衍生物，对溶液中化学行为的研究证明了围绕单齿配体的PdN键的旋转受限，从而产生了顺式和反式异构体。取决于L的性质，该动态过程的速率在NMR时间尺度上是不同的。另一方面，通过X射线分析在这些配合物中的一种的固态下仅发现了顺式异构体。与[Pd（phen）2] [PF 6] 2相比，该二元配合物已作为CO /苯乙烯共聚中的前催化剂进行了测试。两种预催化剂之间的主要区别与相应活性物质的稳定性有关，配合物[Pd（phen）（L）2]

  DOI：

  10.1016/s0020-1693(03)00014-8
• 作为产物：
  描述：

  1,10-菲罗啉 在 CH₃COOH 作用下， 以 甲醇 、 丙酮 为溶剂， 生成 (1,10-phenanthroline)Pd(CF₃COO)₂
  参考文献：
  名称：

  Synthesis and characterization of monochelated carboxylatopalladium(II) complexes with nitrogen-donor chelating ligands. Crystal structures of diacetato(1,10-phenanthroline)- and diacetato(2,9-dimethyl-1,10-phenanthroline)-palladium(II)

  摘要：

  Two series of monochelated carboxylatopalladium(II) complexes of general formula [Pd(L-L)(MeCO2)2] and [Pd(L-L)(CF3CO2)2] [L-L = 1,10-phenanthroline (phen), 2,2'-bipyridine and their substituted derivatives) have been prepared and characterized. The chemical behaviour of the complexes in solution has been studied in different solvents mainly by means of H-1 NMR experiments. These showed that, unlike the acetato complexes, the trifluoroacetato derivatives undergo partial dissociation of the anionic ligand in Me2SO solution at room temperature. A similar behaviour was also observed for the acetato complexes in CD3OD. The signals of the H-2, H-9 protons in the phenanthroline series, and those of H-6, H-6 in the bipyridine one, are excellent probes for the evaluation of the environment of the palladium atom. The crystal structures of [Pd(phen)(MeCO2)2], [Pd(2,9-dmphen)(MeCO2)2].0.40CH2Cl2 and [Pd(2,9-dmphen)(MeCO2)2].0.25CHCl3 (2,9-dmphen=2,9-dimethyl-1,10-phenanthroline) have been determined. The co-ordination geometry around palladium is square planar in all the structures, but significant deviations from the idealized geometry occur in the last two in order to relieve the interligand contacts. These monochelated carboxylatopalladium(II) complexes are active catalysts in carbon monoxide-olefin copolymerization. Some preliminary results on their catalytic activity are also reported.

  DOI：

  10.1039/dt9940001903
• 作为试剂：
  描述：

  2-甲基色原酮 、 4-甲苯硼酸 在 (1,10-phenanthroline)Pd(CF₃COO)₂ 、 sodium 2,2,2-trifluoroacetate 作用下， 以 水 为溶剂， 以77%的产率得到2-methyl-2-(p-tolyl)chroman-4-one
  参考文献：
  名称：

  水性介质中钯催化的芳基硼酸与2-取代色酮的共轭加成反应

  摘要：

  报道了芳基硼酸在钯催化的2-烷基色酮上的共轭加成反应。在由三氟乙酸钯和1,10-菲咯啉生成的催化剂的存在下，在水性介质中发生共轭物加成，并以高达90％的产率形成了包含完全取代的碳中心的黄烷酮衍生物。

  DOI：

  10.1016/j.tetlet.2016.10.084

文献信息

• Synthesis of 2-Alkynoates by Palladium(II)-Catalyzed Oxidative Carbonylation of Terminal Alkynes and Alcohols
  作者：Qun Cao、N. Louise Hughes、Mark J. Muldoon

  DOI：10.1002/chem.201602558

  日期：2016.8.16

  PdII catalyst, utilizing a simple and inexpensive amine ligand (TMEDA), allows 2‐alkynoates to be prepared in high yields by an oxidative carbonylation of terminal alkynes and alcohols. The catalyst system overcomes many of the limitations of previous palladium carbonylation catalysts. It has an increased substrate scope, avoids large excesses of alcohol substrate and uses a desirable solvent. The catalyst

  均相 Pd II催化剂利用简单且廉价的胺配体 (TMEDA)，可以通过末端炔烃和醇的氧化羰基化以高产率制备 2-炔酸酯。该催化剂体系克服了以往钯羰基化催化剂的许多局限性。它具有更大的底物范围，避免大量过量的醇底物并使用理想的溶剂。该催化剂采用氧气作为终端氧化剂，可以在更安全的气体混合物下运行。
• Quinone-mediated synthesis of hydrogen peroxide from carbon monoxide, water and oxygen
  作者：Cecilia Querci、Rino D’Aloisio、Rossella Bortolo、Marco Ricci、Daniele Bianchi

  DOI：10.1016/s1381-1169(01)00261-8

  日期：2001.11

  An improved method for the synthesis of hydrogen peroxide from carbon monoxide, water and oxygen catalyzed by palladium complexes in presence of a quinone co-catalyst is described.Even if the reaction balance is formally the same, the mechanism of formation of hydrogen peroxide in the new process is totally different to that proposed for the reaction carried out in absence of quinones. Using 1,10-phenanthroline as a palladium ligand in a water/organic biphasic reaction medium, a dramatic enhancement of the catalyst stability was obtained operating in presence of 1,4-naphthoquinone, which prevented the formation of inactive binuclear palladium species. Additional improvements, with respect to the reaction carried out in absence of quinone, are the use of cheaper palladium ligands and the safer process conditions, since air can be used as a reagent instead of pure oxygen. (C) 2001 Elsevier Science B.V. All rights reserved.
• Synthesis and crystalline structure of palladium(II) mononuclear trifluoroacetate complex
  作者：A. V. Eremin、D. D. Vaulina、M. A. Stepanova、A. N. Belyaev

  DOI：10.1134/s1070363211020253

  日期：2011.2