iron(III) tetraphenylporphyrin | 29484-63-7

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: iron(III) tetraphenylporphyrin
• 英文别名: 5,10,15,20-tetraphenyl porphyrin iron(III)；meso-tetraphenylporphyrinatoiron(III)；[Fe(tetraphenylporphyrinato)](1+)；iron tetraphenylporphyrin；TPPFe(III)(1+)；(TPP)Fe(III)(1+)
• CAS: 29484-63-7
• 化学式: C₄₄H₂₈FeN₄
• 分子量: 668.58
• InChiKey: CJFYGVPSOYGFPY-DAJBKUBHSA-N

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：

  iron(III) tetraphenylporphyrin 在 吡啶 、 hydroxide 作用下， 以 吡啶 为溶剂， 以100%的产率得到meso-tetraphenylporphyrinatobis(pyridine)iron(II)
  参考文献：
  名称：

  Srivatsa, G. Susan; Sawyer, Donald T., Inorganic Chemistry, 1985, vol. 24, # 12, p. 1732 - 1734

  摘要：

  DOI：
• 作为产物：
  描述：

  meso-tetraphenylporphyrin iron(III) chloride 在 silver tetrafluoroborate 作用下， 以 四氢呋喃 为溶剂， 生成 iron(III) tetraphenylporphyrin
  参考文献：
  名称：

  氧化桥联类胡萝卜素作为 Fe(III) 催化的 C−H 插入反应中的可行中间体

  摘要：

  使用 DFT 计算，我们建议将 Fe(III) 桥接类胡萝卜素物种作为关键中间体，而不是 Fe 催化的 C(sp 2 )−H 插入反应中的死胡同。这项研究将推动在小分子和酶催化的卡宾插入反应中开发未充分利用的 Fe(III) 配合物。

  DOI：

  10.1002/chem.202300763
• 作为试剂：
  描述：

  二氢茴香偶姻 在 iron(III) tetraphenylporphyrin 作用下， 以 二氯甲烷 为溶剂， 生成 4-甲氧基苯甲醛
  参考文献：
  名称：

  An Electrochemical Evidence for the Participation of Iron(IV) Porpyrin Species in the C–C Bond Cleavage of 1,2-Diaryl-1,2-ethanediol

  摘要：

  在二氯甲烷中，四苯基卟啉铁(III)和 1,2-双(4-甲氧基苯基)乙烷-1,2-二醇混合物的循环伏安图显示，在铁(III)氧化成铁(IV)的相应电位处出现了催化波。测定了电化学过程中 Fe（IV）与二元醇的反应速率。

  DOI：

  10.1246/cl.1988.415

文献信息

• Mechanism of Catalytic O₂ Reduction by Iron Tetraphenylporphyrin
  作者：Michael L. Pegis、Daniel J. Martin、Catherine F. Wise、Anna C. Brezny、Samantha I. Johnson、Lewis E. Johnson、Neeraj Kumar、Simone Raugei、James M. Mayer

  DOI：10.1021/jacs.9b02640

  日期：2019.5.22

  FeIII(TPP)(O2•-). The temperature dependence of both the electron transfer and O2 binding equilibrium constants has been determined. Kinetic studies over a range of concentrations and temperatures show that the catalyst resting state changes during the course of each catalytic run, necessitating the use of global kinetic modeling to extract rate constants and kinetic barriers. The rate-determining step

  O2 催化还原为 H2O 对于合成和自然系统中的能量转换都很重要。在此，我们报告了使用十甲基二茂铁作为可溶性还原剂和对甲苯磺酸 (pTsOH) 作为 N, N'-二甲基甲酰胺中四苯基卟啉铁 (Fe(TPP)) 催化的氧还原反应 (ORR) 的动力学和热化学研究。质子源。这项工作识别并表征了催化中间体及其热化学，提供了对该系统的详细机械理解。具体而言，铁卟啉 [FeIII(TPP)]+ 的还原形成亚铁卟啉 FeII(TPP)，它与 ​​O2 可逆地结合形成铁 - 超氧化物卟啉复合物 FeIII(TPP)(O2•-)。已经确定了电子转移和 O2 结合平衡常数的温度依赖性。在一系列浓度和温度下的动力学研究表明，催化剂静止状态在每次催化运行过程中都会发生变化，因此需要使用全局动力学模型来提取速率常数和动力学障碍。氧还原的速率决定步骤是通过 pTsOH 对 FeIII(TPP)(O2•-) 进行质子
• Picosecond absorption studies on the excited state of (.mu.-oxo)-bis[(tetraphenylporphinato)iron(III)]
  作者：C. R. Guest、K. D. Straub、J. A. Hutchinson、Peter M. Rentzepis

  DOI：10.1021/ja00224a006

  日期：1988.8
• Naked Five-Coordinate Fe^III(NO) Porphyrin Complexes: Vibrational and Reactivity Features
  作者：Francesco Lanucara、Barbara Chiavarino、Maria Elisa Crestoni、Debora Scuderi、Rajeev K. Sinha、Philippe Maı̂tre、Simonetta Fornarini

  DOI：10.1021/ic200073v

  日期：2011.5.16

  Model ferric heme nitrosyl complexes, [Fe(TPP)(NO)](+) and [Fe(TPFPP)(NO)](+), where TPP is the dianion of 5,10,15,20-tetrakis-phenyl-porphyrin and TPFPP is the dianion of 5,10,15,20-tetrakis-pentafluorophenyl-porphyrin, have been obtained as isolated species by the gas phase reaction of NO with [Fe-III(TPP)](+) and [Fe-III(TPFPP)](+) ions delivered in the gas phase by electrospray ionization, respectively. The so-formed nitrosyl complexes have been characterized by vibrational spectroscopy also exploiting N-15-isotope substitution in the NO ligand. The characteristic NO stretching frequency is observed at 1825 and 1859 cm(-1) for [Fe-III(TPP)(NO)](+) and [Fe-III(TPFPP)(NO)](+) ions, respectively, providing reference values for genuine five-coordinate Fe-III(NO) porphyrin complexes differing only for the presence of either phenyl or pentafluorophenyl substituents on the meso positions of the porphyrin ligand. The vibrational assignment is aided by hybrid density functional theory (DFT) calculations of geometry and electronic structure and frequency analysis which clearly support a singlet spin electronic state for both [Fe(TPP)(NO)](+) and [Fe(TPFPP)(NO)](+) complexes. Both TD-DFT and CASSCF calculations suggest that the singlet ground state is best described as Fe-II(NO+) and that the open-shell AFC bonding scheme contribute for a high-energy excited state. The kinetics of the NO addition reaction in the gas phase are faster for [Fe-III(TPFPP)](+) ions by a relatively small factor, though highly reliable because of a direct comparative evaluation. The study was aimed at gaining vibrational and reactivity data on five-coordinate Fe-III(NO) porphyrin complexes, typically transient species in solution, ultimately to provide insights into the nature of the Fe(NO) interaction in heme proteins.
• Electrochemical reduction of Fe(III), Cr(III), and Mn(III) porphyrin complexes in DMSO
  作者：S. A. Klyuev、V. B. Sheinin、B. D. Berezin、D. V. Tsyganov、S. V. Vodzinskii

  DOI：10.1007/bf00961258

  日期：1991.7

  The half-wave potentials are given for the electrochemical reduction of Fe(III), Cr(III), and Mn(III) porphyrin complexes. Cyclic voltamperometry was used to study the reversibility of these reactions. An effect was demonstrated for the structure of the porphyrin ligand on the half-wave potentials for the reduction of the Mn(III) complexes.