[Fe^III(5,10,15,20-tetraphenyl-21H,23H-porphine)(imidazole)₂]Cl | 25442-52-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: [Fe^III(5,10,15,20-tetraphenyl-21H,23H-porphine)(imidazole)₂]Cl
• 英文别名: [Fe^III(tpp)(ImH)₂]Cl；FeTPPIm₂Cl；Fe(tetraphenylporphyrin)(imidazole)₂Cl；[Fe(meso-tetraphenylporphyrin)(imidazole)2]Cl；Fe(tetraphenylporphyrin)(Himidazole)2(1+)*Cl(1-)；[Fe(meso-tetraphenylporphyrinato)(imidazole)2]Cl；[Fe(5,10,15,20-tetraphenylporphyrinato)(Im)2]Cl；[(tetraphenylporphyrinato)Fe(imidazole)2]Cl；[Fe(tpp)(ImH)2]Cl；[Fe(meso-tetraphenylporphyrin(2-))(imidazole)2]Cl；[Fe(tetraphenylporphirinato)(imidazole)2]Cl
• CAS: 25442-52-8
• 化学式: C₅₀H₃₆FeN₈*Cl
• 分子量: 840.189
• InChiKey: ZXRMYJRZMDKRKR-GVHKZQBISA-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：

  [Fe^III(5,10,15,20-tetraphenyl-21H,23H-porphine)(imidazole)₂]Cl 在 tetrabutylammonium hydroxide or K(tBuO) 作用下， 以 二氯甲烷 为溶剂， 以0%的产率得到
  参考文献：
  名称：

  New five- and six-coordinate imidazole and imidazolate complexes of ferric tetraphenylporphyrin

  摘要：

  DOI：

  10.1021/ja00373a042
• 作为产物：
  描述：

  Fe(tetraphenylporphyrin)(Himidazole)Cl 以 丙酮 为溶剂， 生成 [Fe^III(5,10,15,20-tetraphenyl-21H,23H-porphine)(imidazole)₂]Cl
  参考文献：
  名称：

  Jones; Tondreau; Edwards, Inorganic Chemistry, 1985, vol. 24, # 3, p. 296 - 300

  摘要：

  DOI：

文献信息

• Models of the cytochromes b. 5. EPR studies of low-spin iron(III) tetraphenylporphyrins
  作者：F. Ann Walker、David Reis、Virginia L. Balke

  DOI：10.1021/ja00335a003

  日期：1984.11

  Etude des spectres RPE d'une large serie de complexes de tetraphenylporphyrine du Fer(III) en fonction du solvant, du type et de la basicite du coordinat, des substituants de la porphyrine, de la liaison covalente des coordinats axiaux et de la coordination du coordinat axial mixte

  Etude des specters RPE d'une large serie de complexes de tetraphenylporphyrine du Fer(III) en fonction du solvant, du type et de la basicite du coordinat, des substituants de la porphyrine, de la liaison covalente des coordinats axiaux et de lacoordinat du坐标轴向混合
• Mahmood, Ashfaq; Liu, Hsiang-Lan; Jones, John G., Inorganic Chemistry, 1988, vol. 27, # 12, p. 2149 - 2154
  作者：Mahmood, Ashfaq、Liu, Hsiang-Lan、Jones, John G.、Edwards, John O.、Sweigart, Dwight A.

  DOI：——

  日期：——
• Chen, Yun-Ti; Zhu, Zhiang; Ma, Yuxin, Inorganica Chimica Acta, 1990, vol. 177, p. 75 - 80
  作者：Chen, Yun-Ti、Zhu, Zhiang、Ma, Yuxin

  DOI：——

  日期：——
• Resonant Inelastic X-ray Scattering on Ferrous and Ferric Bis-imidazole Porphyrin and Cytochrome <i>c</i>: Nature and Role of the Axial Methionine–Fe Bond
  作者：Thomas Kroll、Ryan G. Hadt、Samuel A. Wilson、Marcus Lundberg、James J. Yan、Tsu-Chien Weng、Dimosthenis Sokaras、Roberto Alonso-Mori、Diego Casa、Mary H. Upton、Britt Hedman、Keith O. Hodgson、Edward I. Solomon

  DOI：10.1021/ja5100367

  日期：2014.12.31

  Axial CuS(Met) bonds in electron transfer (ET) active sites are generally found to lower their reduction potentials. An axial S(Met) bond is also present in cytochrome c (cyt c) and is generally thought to increase the reduction potential. The highly covalent nature of the porphyrin environment in heme proteins precludes using many spectroscopic approaches to directly study the Fe site to experimentally quantify this bond. Alternatively, L-edge X-ray absorption spectroscopy (XAS) enables one to directly focus on the 3d-orbitals in a highly covalent environment and has previously been successfully applied to porphyrin model complexes. However, this technique cannot be extended to metalloproteins in solution. Here, we use metal K-edge XAS to obtain L-edge like data through 1s2p resonance inelastic X-ray scattering (RIXS). It has been applied here to a bis-imidazole porphyrin model complex and cyt c. The RIXS data on the model complex are directly correlated to L-edge XAS data to develop the complementary nature of these two spectroscopic methods. Comparison between the bis-imidazole model complex and cyt c in ferrous and ferric oxidation states show quantitative differences that reflect differences in axial ligand covalency. The data reveal an increased covalency for the S(Met) relative to N(His) axial ligand and a higher degree of covalency for the ferric states relative to the ferrous states. These results are reproduced by DFT calculations, which are used to evaluate the thermodynamics of the FeS(Met) bond and its dependence on redox state. These results provide insight into a number of previous chemical and physical results on cyt c.
• Spectroscopic Evidence of Pore Geometry Effect on Axial Coordination of Guest Molecules in Metalloporphyrin-Based Metal Organic Frameworks
  作者：Pavel Kucheryavy、Nicole Lahanas、Jenny V. Lockard

  DOI：10.1021/acs.inorgchem.8b00117

  日期：2018.3.19

  A systematic comparison of host guest interactions in two iron porphyrin-based metal organic frameworks (MOFs), FeCI-PCN222 and FeCI-PCN224, with drastically different pore sizes and geometries is reported in this fundamental spectroscopy study. Guest molecules (acetone, imidazole, and piperidine) of different sizes, axial binding strengths, and reactivity with the iron porphyrin centers are employed to demonstrate the range of possible interactions that occur at the porphyrin sites inside the pores of the MOF. Binding patterns of these guest species under the constraints of the pore geometries in the two frameworks are established using multiple spectroscopy methods, including UV-vis diffuse reflectance, Raman, X-ray absorption, and X-ray emission spectroscopy. Line shape analysis applied to the latter method provides quantitative information on axial ligation through its spin state sensitivity. The observed coordination behaviors derived from the spectroscopic analyses of the two MOF systems are compared to those predicted using space-filling models and relevant iron porphyrin molecular analogues. While the space-filling models show the ideal axial coordination behavior associated with these systems, the spectroscopic results provide powerful insight into the actual binding interactions that occur in practice. Evidence for potential side reactions occurring within the pores that may be responsible for the observed deviation from model coordination behavior in one of the MOF/guest molecule combinations is presented and discussed in the context of literature precedent.