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Journal articles on the topic 'Oxoiron(IV)porphyrin cation-radical'

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Published: 24 April 2022

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1

Nishikawa, Kana, Yuki Honda, and Hiroshi Fujii. "Spectroscopic Evidence for Acid-Catalyzed Disproportionation Reaction of Oxoiron(IV) Porphyrin to Oxoiron(IV) Porphyrin π-Cation Radical and Iron(III) Porphyrin." Journal of the American Chemical Society 142, no. 11 (March 2, 2020): 4980–84. http://dx.doi.org/10.1021/jacs.9b13503.

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2

Terner, James, Vaithianathan Palaniappan, Avram Gold, Raymond Weiss, Melissa M. Fitzgerald, Ann M. Sullivan, and Charles M. Hosten. "Resonance Raman spectroscopy of oxoiron(IV) porphyrin π-cation radical and oxoiron(IV) hemes in peroxidase intermediates." Journal of Inorganic Biochemistry 100, no. 4 (April 2006): 480–501. http://dx.doi.org/10.1016/j.jinorgbio.2006.01.008.

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3

Pan, Zhengzheng, and Martin Newcomb. "Acid-catalyzed disproportionation of oxoiron(IV) porphyrins to give oxoiron(IV) porphyrin radical cations." Inorganic Chemistry Communications 14, no. 6 (June 2011): 968–70. http://dx.doi.org/10.1016/j.inoche.2011.03.044.

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4

Song, Woon Ju, Yon Ok Ryu, Rita Song, and Wonwoo Nam. "Oxoiron(IV) porphyrin π-cation radical complexes with a chameleon behavior in cytochrome P450 model reactions." JBIC Journal of Biological Inorganic Chemistry 10, no. 3 (April 13, 2005): 294–304. http://dx.doi.org/10.1007/s00775-005-0641-9.

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5

Cong, Zhiqi, Haruki Kinemuchi, Takuya Kurahashi, and Hiroshi Fujii. "Factors Affecting Hydrogen-Tunneling Contribution in Hydroxylation Reactions Promoted by Oxoiron(IV) Porphyrin π-Cation Radical Complexes." Inorganic Chemistry 53, no. 19 (September 15, 2014): 10632–41. http://dx.doi.org/10.1021/ic501737j.

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6

Ma, Zhifeng, Kasumi Ukaji, Naoki Nakatani, Hiroshi Fujii, and Masahiko Hada. "Substitution effects on olefin epoxidation catalyzed by Oxoiron(IV) porphyrin π‐cation radical complexes: A dft study." Journal of Computational Chemistry 40, no. 19 (April 2, 2019): 1780–88. http://dx.doi.org/10.1002/jcc.25831.

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7

Takahashi, Akihiro, Takuya Kurahashi, and Hiroshi Fujii. "Redox Potentials of Oxoiron(IV) Porphyrin π-Cation Radical Complexes: Participation of Electron Transfer Process in Oxygenation Reactions." Inorganic Chemistry 50, no. 15 (August 2011): 6922–28. http://dx.doi.org/10.1021/ic102564e.

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8

Takahashi, Akihiro, Yasunori Ohba, Seigo Yamauchi, and Hiroshi Fujii. "ENDOR Study of Oxoiron(IV) Porphyrin π-Cation Radical Complexes as Models for Compound I of Heme Enzymes." Chemistry Letters 38, no. 1 (January 5, 2009): 68–69. http://dx.doi.org/10.1246/cl.2009.68.

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9

Ueno, Kanako, Yuri Ishimizu, and Hiroshi Fujii. "Significant Solvent Effect on Reactivity of Oxoiron(IV) Porphyrin π-Cation Radical Complex: Activation in n-Alkane Solvent." Inorganic Chemistry 60, no. 13 (June 14, 2021): 9243–47. http://dx.doi.org/10.1021/acs.inorgchem.1c01018.

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10

Cong, Zhiqi, Takuya Kurahashi, and Hiroshi Fujii. "Formation of Iron(III) meso-Chloro-isoporphyrin as a Reactive Chlorinating Agent from Oxoiron(IV) Porphyrin π-Cation Radical." Journal of the American Chemical Society 134, no. 10 (March 6, 2012): 4469–72. http://dx.doi.org/10.1021/ja209985v.

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11

Fukui, Nami, Kanako Ueno, Masahiko Hada, and Hiroshi Fujii. "meso-Substitution Activates Oxoiron(IV) Porphyrin π-Cation Radical Complex More Than Pyrrole-β-Substitution for Atom Transfer Reaction." Inorganic Chemistry 60, no. 5 (February 15, 2021): 3207–17. http://dx.doi.org/10.1021/acs.inorgchem.0c03548.

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12

Suzuki, Yuna, Masahiko Hada, and Hiroshi Fujii. "Synthesis, characterization, and reactivity of oxoiron(IV) porphyrin π-cation radical complexes bearing cationic N-methyl-2-pyridinium group." Journal of Inorganic Biochemistry 223 (October 2021): 111542. http://dx.doi.org/10.1016/j.jinorgbio.2021.111542.

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13

Ishimizu, Yuri, Zhifeng Ma, Masahiko Hada, and Hiroshi Fujii. "Experimental and theoretical studies of the porphyrin ligand effect on the electronic structure and reactivity of oxoiron(iv) porphyrin π-cation-radical complexes." JBIC Journal of Biological Inorganic Chemistry 24, no. 4 (May 21, 2019): 483–94. http://dx.doi.org/10.1007/s00775-019-01664-3.

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14

Gross, Zeev, and Shay Nimri. "A Pronounced Axial Ligand Effect on the Reactivity of Oxoiron(IV) Porphyrin Cation Radicals." Inorganic Chemistry 33, no. 9 (April 1994): 1731–32. http://dx.doi.org/10.1021/ic00087a001.

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15

GOLD, AVRAM, and RAYMOND WEISS. "High-valent iron porphyrins." Journal of Porphyrins and Phthalocyanines 04, no. 04 (June 2000): 344–49. http://dx.doi.org/10.1002/(sici)1099-1409(200006/07)4:4<344::aid-jpp224>3.0.co;2-m.

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The term ‘high-valent’ refers to iron complexes of porphyrins and related macrocycles in which the oxidation state of the iron center exceeds III. High-valent iron porphyrins and chlorins are important biological transients whose intermediacy has been demonstrated in numerous peroxidase and catalase enzymes. Two species, compounds I and II, are spectroscopically detectable upon stoichiometric addition of monooxygen donors to resting ferric enzymes. Compounds I and II are formally two and one oxidizing equivalents respectively above the ferric state. In compound II the oxidizing equivalent has been shown by spectroscopic studies to be located on iron as an oxoiron(IV) unit. The spectroscopic and magnetic properties of compound I support the structural assignment of an S = 1 oxoiron(IV) unit magnetically coupled to a heme π-cation radical (S = 1/2). Studies on model hemes have contributed much to the understanding of protein chemistry. Much work has been accomplished with meso-tetaarylporphyrins and, more recently, with physiologically congruent meso-unsubstituted pyrrole β-substituted complexes. Compounds I of both proteins and synthetic models have been characterized by a wide array of spectroscopic methods, including UV-vis, NMR, resonance Raman, EPR, variable-temperature/variable-field magnetic Mössbauer, magnetic circular dichroism and extended X-ray absorption fine structure spectroscopy. Results of these studies are summarized. Recent developments, which promise to yield a detailed picture of electronic structure, are variable-temperature magnetic circular dichroism, studies in the pre-K-edge region and L-edge X-ray absorption spectroscopy. Time-resolved X-ray diffraction techniques have been applied to obtain the first structural data on the protein forms of compound I.

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16

Nam, Wonwoo, Sun Kyung Choi, Mi Hee Lim, Jan-Uwe Rohde, Inwoo Kim, Jinheung Kim, Cheal Kim, and Lawrence Que, Jr. "Reversible Formation of Iodosylbenzene–Iron Porphyrin Intermediates in the Reaction of Oxoiron(IV) Porphyrinπ-Cation Radicals and Iodobenzene." Angewandte Chemie International Edition 42, no. 1 (January 3, 2003): 109–11. http://dx.doi.org/10.1002/anie.200390036.

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17

Takahashi, Akihiro, Takuya Kurahashi, and Hiroshi Fujii. "Activation Parameters for Cyclohexene Oxygenation by an Oxoiron(IV) Porphyrin π-Cation Radical Complex: Entropy Control of an Allylic Hydroxylation Reaction." Inorganic Chemistry 46, no. 16 (August 2007): 6227–29. http://dx.doi.org/10.1021/ic7009379.

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18

Ishimizu, Yuri, Zhifeng Ma, Masahiko Hada, and Hiroshi Fujii. "Rate-Limiting Step of Epoxidation Reaction of the Oxoiron(IV) Porphyrin π-Cation Radical Complex: Electron Transfer Coupled Bond Formation Mechanism." Inorganic Chemistry 60, no. 23 (November 15, 2021): 17687–98. http://dx.doi.org/10.1021/acs.inorgchem.1c02287.

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19

Gross, Zeev, and Shay Nimri. "Seeing the Long-Sought Intermediate in the Reaction of Oxoiron(IV) Porphyrin Cation Radicals with Olefins." Journal of the American Chemical Society 117, no. 30 (August 1995): 8021–22. http://dx.doi.org/10.1021/ja00135a023.

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20

Cong, Zhiqi, Takuya Kurahashi, and Hiroshi Fujii. "Oxidation of Chloride and Subsequent Chlorination of Organic Compounds by Oxoiron(IV) Porphyrin π-Cation Radicals." Angewandte Chemie 123, no. 42 (September 12, 2011): 10109–13. http://dx.doi.org/10.1002/ange.201104461.

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21

Cong, Zhiqi, Takuya Kurahashi, and Hiroshi Fujii. "Oxidation of Chloride and Subsequent Chlorination of Organic Compounds by Oxoiron(IV) Porphyrin π-Cation Radicals." Angewandte Chemie International Edition 50, no. 42 (September 12, 2011): 9935–39. http://dx.doi.org/10.1002/anie.201104461.

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22

Fujii, Hiroshi. "Effects of the electron-withdrawing power of substituents on the electronic structure and reactivity in oxoiron(IV) porphyrin .pi.-cation radical complexes." Journal of the American Chemical Society 115, no. 11 (June 1993): 4641–48. http://dx.doi.org/10.1021/ja00064a027.

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23

Pan, Zhengzheng, John H. Horner, and Martin Newcomb. "Tunneling in C−H Oxidation Reactions by an Oxoiron(IV) Porphyrin Radical Cation: Direct Measurements of Very Large H/D Kinetic Isotope Effects." Journal of the American Chemical Society 130, no. 25 (June 2008): 7776–77. http://dx.doi.org/10.1021/ja802484n.

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24

Fujii, Hiroshi, Tetsuhiko Yoshimura, and Hitoshi Kamada. "Imidazole andp-Nitrophenolate Complexes of Oxoiron(IV) Porphyrin π-Cation Radicals as Models for Compounds I of Peroxidase and Catalase." Inorganic Chemistry 36, no. 27 (December 1997): 6142–43. http://dx.doi.org/10.1021/ic970271j.

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25

Takahashi, Akihiro, Daisuke Yamaki, Kenichiro Ikemura, Takuya Kurahashi, Takashi Ogura, Masahiko Hada, and Hiroshi Fujii. "Effect of the Axial Ligand on the Reactivity of the Oxoiron(IV) Porphyrin π-Cation Radical Complex: Higher Stabilization of the Product State Relative to the Reactant State." Inorganic Chemistry 51, no. 13 (June 20, 2012): 7296–305. http://dx.doi.org/10.1021/ic3006597.

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26

Ayougou, Khadija, Dominique Mandon, Jean Fischer, Raymond Weiss, Markus Müther, Volker Schünemann, Alfred X. Trautwein, et al. "Molecular Structure of the Chloroiron(III) Derivative of themeso-Unsubstituted 2,7,12,17-Tetramethyl-3,8,13,18-tetramesitylporphyrin and Weak Ferromagnetic Exchange Interactions in the A1u Oxoiron(IV) Porphyrin π Radical Cation Complex." Chemistry - A European Journal 2, no. 9 (September 1996): 1159–63. http://dx.doi.org/10.1002/chem.19960020919.

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27

Takahashi, Akihiro, Takuya Kurahashi, and Hiroshi Fujii. "Effect of Imidazole and Phenolate Axial Ligands on the Electronic Structure and Reactivity of Oxoiron(IV) Porphyrin π-Cation Radical Complexes: Drastic Increase in Oxo-Transfer and Hydrogen Abstraction Reactivities." Inorganic Chemistry 48, no. 6 (March 16, 2009): 2614–25. http://dx.doi.org/10.1021/ic802123m.

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28

Song, Woon Ju, Ying Ji Sun, Sun Kyung Choi, and Wonwoo Nam. "Mechanistic Insights into the Reversible Formation of Iodosylarene-Iron Porphyrin Complexes in the Reactions of Oxoiron(IV) Porphyrin π-Cation Radicals and Iodoarenes: Equilibrium, Epoxidizing Intermediate, and Oxygen Exchange." Chemistry - A European Journal 12, no. 1 (January 2006): 130–37. http://dx.doi.org/10.1002/chem.200500128.

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29

Lim, Hanae, Hyeri Jeon, Seungwoo Hong, and Jung-Hoon Kim. "Catalytic approach to in vivo metabolism of atractylenolide III using biomimetic iron–porphyrin complexes." RSC Advances 11, no. 52 (2021): 33048–54. http://dx.doi.org/10.1039/d1ra05014a.

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30

MURUGAN, A., V. THANDIAYYAKONE, S. KUMARASAMY, C. R. RAVIKUMAR, S. MUTHAIAH, MITHUN CHAKRABARTY, P. THILLAI ARASU, T. RAJKUMAR, and H. S. YADAV. "Electrochemical Studies on Vanadyl Complex with meso-5,10,15,20-tetrakis(2,5-Dimethoxyphenyl) porphyrin using Electron Paramagnetic Resonance and Cyclic Voltammetry." Asian Journal of Chemistry 33, no. 1 (2020): 26–30. http://dx.doi.org/10.14233/ajchem.2021.22905.

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The oxidation products of transition metal complexes with porphyrin are being examined currently by many research groups. meso- 5,10,15,20-tetrakis(2,5-Dimethoxyphenyl)porphyrin [T(2,5-(OCH3)2)PP] and its coordination compound with oxovanadium(IV) resulting in VO[T(2,5-(OCH3)2)PP] were prepared by the standard procedures. The resulting complex was characterized with or without the addition of antimony pentachloride by infrared (IR) spectroscopy, electron paramagnetic resonance (EPR) spectroscopy and cyclic voltammetry (CV). The UV-visible absorption spectrum of porphyrin ligand-based oxidation of vanadyl porphyrin VO[T(2,5-(OCH3)2)PP] in the presence of 0.5 mM SbCl5 has shown bands at 425, 540 and 650 nm. The final electro-oxidation product has a broad absorption band centered at 650 nm. It is characteristic of a porphyrin mono- cation which is seen due to oxidation at 0.0995V of ΔE value in the cyclic voltammogram of VO[T(2,5-(OCH3)2)PP]. These spectral features observed during the oxidation are in good agreement with the stepwise formation of mono-cation radical and di-cation. The EPR spectrum of VO[T(2,5-(OCH3)2)PP] suggests that it could be oxidized to the radical cation by oxidation with SbCl5 in dichloromethane. A radical cation is observed at low temperature and this spectrum corresponds to monomeric π-cation radical. A spectrum of fifteen lines is observed on the further addition of SbCl5 in dichloromethane. Thus, monomeric π-cation radical is recognized as [VO(TPP)]+. It is confirmed by the appearance of a new band at 1275 cm-1 in the IR spectrum. Zero field splitting (ZFS) was calculated from the triplet state on the EPR spectrum. It is suggested that ZFS interaction occurs from the dipolar coupling between the two electrons. Keywords: meso-Vanadyl porphyri

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31

Sil, Debangsu, Soumyajit Dey, Amit Kumar, Susovan Bhowmik, and Sankar Prasad Rath. "Oxidation triggers extensive conjugation and unusual stabilization of two di-heme dication diradical intermediates: role of bridging group for electronic communication." Chemical Science 7, no. 2 (2016): 1212–23. http://dx.doi.org/10.1039/c5sc03120f.

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32

Ikezaki, Akira, Masashi Takahashi, and Mikio Nakamura. "One-electron oxidized product of difluoroiron(iii) porphyrin: is it iron(iv) porphyrin or iron(iii) porphyrin π-cation radical?" Dalton Transactions 40, no. 36 (2011): 9163. http://dx.doi.org/10.1039/c1dt10561b.

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33

English, Daniel R., David N. Hendrickson, and Kenneth S. Suslick. "(.mu.-Nitrido)bis[(5,10,15,20-tetraphenylporphyrinato)iron](2+), an iron(IV) porphyrin .pi.-radical cation." Inorganic Chemistry 24, no. 2 (January 1985): 121–22. http://dx.doi.org/10.1021/ic00196a001.

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34

Fujii, Hiroshi, and Kazuhiko Ichikawa. "Preparation and characterization of an A1u (Oxo) iron(IV) porphyrin .pi.-cation-radical complex." Inorganic Chemistry 31, no. 6 (March 1992): 1110–12. http://dx.doi.org/10.1021/ic00032a039.

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35

Goh, Yeong Mee, and Wonwoo Nam. "Significant Electronic Effect of Porphyrin Ligand on the Reactivities of High-Valent Iron(IV) Oxo Porphyrin Cation Radical Complexes." Inorganic Chemistry 38, no. 5 (March 1999): 914–20. http://dx.doi.org/10.1021/ic980989e.

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36

Antony, J., M. Grodzicki, and A. X. Trautwein. "Theoretical study on the spin coupling in oxo-iron (IV) porphyrin π-cation radical systems." Journal of Inorganic Biochemistry 59, no. 2-3 (August 1995): 499. http://dx.doi.org/10.1016/0162-0134(95)97595-h.

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37

Ikezaki, Akira, Masashi Takahashi, and Mikio Nakamura. "Equilibrium between Fe(iv) porphyrin and Fe(iii) porphyrin radical cation: new insight into the electronic structure of high-valent iron porphyrin complexes." Chemical Communications 49, no. 30 (2013): 3098. http://dx.doi.org/10.1039/c3cc40319j.

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38

Lee, Yoon Jung, Cheal Kim, Youngah Kim, So-Yeop Han, and Wonwoo Nam. "ChemInform Abstract: A High-Valent Iron(IV) Oxo Porphyrin Cation Radical Complex in Olefin Epoxidation Reactions." ChemInform 30, no. 10 (June 17, 2010): no. http://dx.doi.org/10.1002/chin.199910055.

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39

Sainna, Mala A., Suresh Kumar, Devesh Kumar, Simonetta Fornarini, Maria Elisa Crestoni, and Sam P. de Visser. "A comprehensive test set of epoxidation rate constants for iron(iv)–oxo porphyrin cation radical complexes." Chemical Science 6, no. 2 (2015): 1516–29. http://dx.doi.org/10.1039/c4sc02717e.

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Trends in oxygen atom transfer to Compound I of the P450 models with an extensive test set have been studied and show a preferred regioselectivity of epoxidation over hydroxylation in the gas-phase for the first time.

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40

Kang, Min-Jung, Woon Ju Song, Ah-Rim Han, Young S. Choi, Ho G. Jang, and Wonwoo Nam. "Mechanistic Insight into the Aromatic Hydroxylation by High-Valent Iron(IV)-oxo Porphyrin π-Cation Radical Complexes." Journal of Organic Chemistry 72, no. 16 (August 2007): 6301–4. http://dx.doi.org/10.1021/jo070557y.

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41

Kumar, Devesh, G. Narahari Sastry, and Sam P. de Visser. "Effect of the Axial Ligand on Substrate Sulfoxidation Mediated by Iron(IV)–Oxo Porphyrin Cation Radical Oxidants." Chemistry – A European Journal 17, no. 22 (April 5, 2011): 6196–205. http://dx.doi.org/10.1002/chem.201003187.

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42

Nam, Wonwoo, Yeong Mee Goh, Yoon Jung Lee, Mi Hee Lim, and Cheal Kim. "Biomimetic Alkane Hydroxylations by an Iron(III) Porphyrin Complex with H2O2and by a High-Valent Iron(IV) Oxo Porphyrin Cation Radical Complex." Inorganic Chemistry 38, no. 13 (June 1999): 3238–40. http://dx.doi.org/10.1021/ic980670u.

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43

Ozawa, Shinji, Yoshihito Watanabe, and Isao Morishima. "NMR Studies of .pi.-Cation Radical Complexes of Iron(III) and Oxoiron(IV) Chlorins. Models for Reaction Intermediates of Chlorin-Containing Heme Enzymes." Journal of the American Chemical Society 116, no. 13 (June 1994): 5832–38. http://dx.doi.org/10.1021/ja00092a038.

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44

Wolter, Thomas, Wolfram Meyer-Klaucke, Markus Müther, Dominique Mandon, Heiner Winkler, Alfred X. Trautwein, and Raymond Weiss. "Generation of oxoiron(IV) tetramesitylporphyrin π-cation radical complexes by m-CPBA oxidation of ferric tetramesitylporphyrin derivatives in butyronitrile at −78 °C. Evidence for the formation of six-coordinate oxoiron(IV) tetramesitylporphyrin π-cation radical complexes FeIV=O(tmp)X (X=Cl−, Br−), by Mössbauer and X-ray absorption spectroscopy." Journal of Inorganic Biochemistry 78, no. 2 (January 2000): 117–22. http://dx.doi.org/10.1016/s0162-0134(99)00217-2.

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45

Gebicka, L., and J. L. Gebicki. "Scavenging of oxygen radicals by heme peroxidases." Acta Biochimica Polonica 43, no. 4 (December 31, 1996): 673–78. http://dx.doi.org/10.18388/abp.1996_4463.

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The reactions of two heme peroxidases, horseradish peroxidase and lactoperoxidase and their compounds II (oxoferryl heme intermediates, Fe(IV) = O or ferric protein radical Fe(III)R.) and compounds III (resonance hybrids [Fe(III)-O2-. Fe(II)-O2] with superoxide radical anion generated enzymatically or radiolytically, and with hydroxyl radicals generated radiolytically, were investigated. It is suggested that only the protein radical form of compound II of lactoperoxidase reacts with superoxide, whereas compound II of horseradish peroxidase, which exists only in oxoferryl form, is unreactive towards superoxide. Compound III of the investigated peroxidases does not react with superoxide. The lactoperoxidase activity loss induced by hydroxyl radicals is closely related to the loss of the ability to form compound I (oxoferryl porphyrin pi-cation radical, Fe(IV) = O(Por+.) or oxoferryl protein radical Fe(IV) = O(R.)). On the other hand, the modification of horseradish peroxidase induced by hydroxyl radicals has been reported to cause also restrictions in substrate binding (Gebicka, L. & Gebicki, J.L., 1996, Biochimie 78, 62-65). Nevertheless, it has been found that only a small fraction of hydroxyl radicals generated homogeneously does inactivate the enzymes.

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46

Saha, Tapan K., Subarna Karmaker, and Keietsu Tamagake. "Studies on the mechanism of the reaction of tetrakis({1-me-thylpyridinium-4-yl}porphyrinato)iron(III) pentaperchlorate with hydrogen peroxide." Journal of Porphyrins and Phthalocyanines 07, no. 10 (October 2003): 693–99. http://dx.doi.org/10.1142/s1088424603000860.

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The reaction of the 5,10,15,20-tetrakis(1-methylpyridinium-4-yl)porphyrinatoiron(III) cation, [ Fe III( TMPyP )]5+ (1; prepared as the pentaperchlorate), with hydrogen peroxide ( H 2 O 2) in aqueous solution was studied by spectrophotometric methods. The porphyrin 1 was rapidly oxidized with an excess of H2O2 under aerobic conditions to the oxo-iron(IV) porphyrin, [ Fe IV O ( TMPyP )]4+ (2), having UV-visible absorption maxima at 436 and 450 nm. Computer deconvolution of the time-resolved absorption spectra revealed that the absorption spectra < 0.5 s were not reproduced well by a simple combination of the two spectra of 1 and 2, indicating that transient species were formed at the initial stage. Addition of sodium nitrite ( NaNO 2), which is thought to be a one-electron donor, to the stoichiometric reaction mixture of 1 and H 2 O 2 increased the initial formation rate of 2. The presence of uric acid (UA) caused a significant delay in the formation of 2. The delay of the appearance of 2 was directly proportional to the starting concentration, [ UA ]0, but other kinetic profiles were not changed significantly. Based on these observations and the kinetic analysis, we confirmed the involvement of the oxo-iron(IV) porphyrin radical cation, [ Fe IV O ( TMPyP •)]5+ (3), as a compulsory intermediate in the rate-determining step of the overall reaction, 1 + H 2 O 2→ 2, with a rate constant k = 4.4 × 104 M−1.s−1. The rate constants for the reaction between 2 and NaNO 2, and between 2 and UA were estimated to be 9.0 M −1s−1 and 5.45 × 106 M −1.s−1, respectively.

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47

Kaustov, Lilia, Merav E. Tal, Alexander I. Shames, and Zeev Gross. "Spin Transition in a Manganese(III) Porphyrin Cation Radical, Its Transformation to a Dichloromanganese(IV) Porphyrin, and Chlorination of Hydrocarbons by the Latter." Inorganic Chemistry 36, no. 16 (July 1997): 3503–11. http://dx.doi.org/10.1021/ic961207p.

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48

Tsuchiya, Shinji. "Stable oxo-iron(IV) porphyrin ? radical cation related to the oxidation cycles of cytochrome P-450 and peroxidase." Journal of the Chemical Society, Chemical Communications, no. 10 (1991): 716. http://dx.doi.org/10.1039/c39910000716.

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49

Ozawa, Shinji, Yoshihito Watanabe, and Isao Morishima. "Preparation and characterization of a novel oxoiron(IV) chlorin .pi.-cation radical complex. The first model for compound I of chlorin-containing heme enzymes." Inorganic Chemistry 31, no. 20 (September 1992): 4042–43. http://dx.doi.org/10.1021/ic00046a008.

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Tse, Chun-Wai, Toby Wai-Shan Chow, Zhen Guo, Hung Kay Lee, Jie-Sheng Huang, and Chi-Ming Che. "Nonheme Iron Mediated Oxidation of Light Alkanes with Oxone: Characterization of Reactive Oxoiron(IV) Ligand Cation Radical Intermediates by Spectroscopic Studies and DFT Calculations." Angewandte Chemie International Edition 53, no. 3 (November 27, 2013): 798–803. http://dx.doi.org/10.1002/anie.201305153.

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