Journal of the American Chemical Society
Page 4 of 5
Complexes. Angewandte Chemie International Edition 2016, 55
(27), 7632-7649.
25.
Lee, Y.-M.; Bang, S.; Kim, Y. M.; Cho, J.; Hong, S.;
1
2
3
4
5
6
Nomura, T.; Ogura, T.; Troeppner, O.; Ivanović-Burmazović, I.;
Sarangi, R.; Fukuzumi, S.; Nam, W., A mononuclear nonheme
iron(iii)–peroxo complex binding redox-inactive metal ions.
Chemical Science 2013, 4 (10), 3917-3923.
26.
Que, L., Sc3+-Triggered Oxoiron(IV) Formation from O2 and its
Non-Heme Iron(II) Precursor via Sc3+–Peroxo–Fe3+
9.
Baglia, R. A.; Zaragoza, J. P. T.; Goldberg, D. P.,
Biomimetic Reactivity of Oxygen-Derived Manganese and Iron
Porphyrinoid Complexes. Chemical Reviews 2017, 117 (21),
13320-13352.
Li, F.; Van Heuvelen, K. M.; Meier, K. K.; Münck, E.;
10.
Huang, X.; Groves, J. T., Oxygen Activation and Radical
Transformations in Heme Proteins and Metalloporphyrins.
a
7
8
9
Chemical Reviews 2018, 118 (5), 2491-2553.
Intermediate. Journal of the American Chemical Society 2013, 135
(28), 10198-10201.
11.
Guo, M.; Corona, T.; Ray, K.; Nam, W., Heme and
Nonheme High-Valent Iron and Manganese Oxo Cores in
Biological and Abiological Oxidation Reactions. ACS Cent Sci
2019, 5 (1), 13-28.
27.
Nishida, Y.; Lee, Y.-M.; Nam, W.; Fukuzumi, S.,
Autocatalytic Formation of an Iron(IV)–Oxo Complex via
Scandium Ion-Promoted Radical Chain Autoxidation of an Iron(II)
Complex with Dioxygen and Tetraphenylborate. Journal of the
American Chemical Society 2014, 136 (22), 8042-8049.
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31
32
33
34
35
36
37
38
39
40
41
42
43
44
45
46
47
48
49
50
51
52
53
54
55
56
57
58
59
60
12.
Chen, Z.; Yin, G., The reactivity of the active metal oxo
and hydroxo intermediates and their implications in oxidations.
Chemical Society Reviews 2015, 44 (5), 1083-1100.
28.
Engelmann, X.; Malik, D. D.; Corona, T.; Warm, K.;
13.
Bryliakov, K. P.; Talsi, E. P., Active sites and
Farquhar, E. R.; Swart, M.; Nam, W.; Ray, K., Trapping of a Highly
Reactive Oxoiron(IV) Complex in the Catalytic Epoxidation of
Olefins by Hydrogen Peroxide. Angewandte Chemie International
Edition 2019, 58 (12), 4012-4016.
mechanisms of bioinspired oxidation with H2O2, catalyzed by non-
heme Fe and related Mn complexes. Coordination Chemistry
Reviews 2014, 276, 73-96.
14.
Bryliakov, K. P., Catalytic Asymmetric Oxygenations
29.
Hunter, T.; McNae, I.; Liang, X.; Bella, J.; Parsons, S.;
with the Environmentally Benign Oxidants H2O2 and O2.
Chemical Reviews 2017, 117 (17), 11406-11459.
Walkinshaw, M.; Sadler, P., Protein recognition of macrocycles:
Binding of anti-HIV metallocyclams to lysozyme. Proceedings of
the National Academy of Sciences of the United States of America
2005, 102, 2288-92.
15.
Vicens, L.; Costas, M., Biologically inspired oxidation
catalysis using metallopeptides. Dalton Transactions 2018, 47 (6),
1755-1763.
30.
Bosnich, B.; Poon, C. K.; Tobe, M. L., Complexes of
16.
Krebs, C.; Galonić Fujimori, D.; Walsh, C. T.; Bollinger,
Cobalt(III) with a Cyclic Tetradentate Secondary Amine. Inorganic
Chemistry 1965, 4 (8), 1102-1108.
J. M., Non-Heme Fe(IV)–Oxo Intermediates. Accounts of
Chemical Research 2007, 40 (7), 484-492.
31.
Parish, R. V., NMR, NQR, EPR, and Mossbauer
17.
Solomon, E. I.; Goudarzi, S.; Sutherlin, K. D., O2
spectroscopy in inorganic chemistry. Ellis Horwood: Chichester,
1990.
Activation by Non-Heme Iron Enzymes. Biochemistry 2016, 55
(46), 6363-6374.
32.
signals in the range -30 – 165 ppm (Figure S6).
33. Que, J. L.; Puri, M., The Amazing High-Valent Nonheme
1H-NMR spectrum shows paramagnetically shifted
18.
Jasniewski, A. J.; Que, L., Dioxygen Activation by
Nonheme Diiron Enzymes: Diverse Dioxygen Adducts, High-
Valent Intermediates, and Related Model Complexes. Chemical
Reviews 2018, 118 (5), 2554-2592.
Iron-Oxo Landscape. Bulletin of Japan Society of Coordination
Chemistry 2016, 67, 10-18.
19.
Castillo, R. G.; Banerjee, R.; Allpress, C. J.; Rohde, G.
34.
Cranswick, M. A.; Meier, K. K.; Shan, X.; Stubna, A.;
T.; Bill, E.; Que, L.; Lipscomb, J. D.; DeBeer, S., High-Energy-
Resolution Fluorescence-Detected X-ray Absorption of the Q
Intermediate of Soluble Methane Monooxygenase. Journal of the
American Chemical Society 2017, 139 (49), 18024-18033.
Kaizer, J.; Mehn, M. P.; Münck, E.; Que, L., Protonation of a
Peroxodiiron(III) Complex and Conversion to a Diiron(III/IV)
Intermediate: Implications for Proton-Assisted O–O Bond
Cleavage in Nonheme Diiron Enzymes. Inorganic Chemistry 2012,
51 (19), 10417-10426.
20.
Cutsail, G. E.; Banerjee, R.; Zhou, A.; Que, L.;
Lipscomb, J. D.; DeBeer, S., High-Resolution Extended X-ray
Absorption Fine Structure Analysis Provides Evidence for a
Longer Fe···Fe Distance in the Q Intermediate of Methane
Monooxygenase. Journal of the American Chemical Society 2018,
140 (48), 16807-16820.
35.
Wang, D.; Ray, K.; Collins, M. J.; Farquhar, E. R.;
Frisch, J. R.; Gómez, L.; Jackson, T. A.; Kerscher, M.; Waleska,
A.; Comba, P.; Costas, M.; Que, L., Nonheme oxoiron(iv)
complexes of pentadentate N5 ligands: spectroscopy,
electrochemistry, and oxidative reactivity. Chemical Science 2013,
4 (1), 282-291.
21.
Tinberg, C. E.; Lippard, S. J., Revisiting the Mechanism
of Dioxygen Activation in Soluble Methane Monooxygenase from
M. capsulatus (Bath): Evidence for a Multi-Step, Proton-
Dependent Reaction Pathway. Biochemistry 2009, 48 (51), 12145-
12158.
36.
Bominaar, E. L.; Münck, E.; Que Jr., L., A Synthetic High-Spin
Oxoiron(IV) Complex: Generation, Spectroscopic
England, J.; Martinho, M.; Farquhar, E. R.; Frisch, J. R.;
Characterization, and Reactivity. Angewandte Chemie
International Edition 2009, 48 (20), 3622-3626.
22.
Tinberg, C. E.; Lippard, S. J., Dioxygen Activation in
Soluble Methane Monooxygenase. Accounts of Chemical Research
2011, 44 (4), 280-288.
37.
Chiang, C.-W.; Kleespies, S. T.; Stout, H. D.; Meier, K.
K.; Li, P.-Y.; Bominaar, E. L.; Que, L.; Münck, E.; Lee, W.-Z.,
Characterization of a Paramagnetic Mononuclear Nonheme Iron-
Superoxo Complex. Journal of the American Chemical Society
2014, 136 (31), 10846-10849.
23.
Gordon, J. B.; Vilbert, A. C.; DiMucci, I. M.; MacMillan,
S. N.; Lancaster, K. M.; Moënne-Loccoz, P.; Goldberg, D. P.,
Activation of Dioxygen by a Mononuclear Nonheme Iron
Complex: Sequential Peroxo, Oxo, and Hydroxo Intermediates.
Journal of the American Chemical Society 2019, 141 (44), 17533-
17547.
38.
Musie, G. T.; Wei, M.; Subramaniam, B.; Busch, D. H.,
Autoxidation of Substituted Phenols Catalyzed by Cobalt Schiff
Base Complexes in Supercritical Carbon Dioxide. Inorganic
Chemistry 2001, 40 (14), 3336-3341.
24.
Thibon, A.; England, J.; Martinho, M.; Young Jr., V. G.;
Frisch, J. R.; Guillot, R.; Girerd, J.-J.; Münck, E.; Que Jr., L.;
Banse, F., Proton- and Reductant-Assisted Dioxygen Activation by
39.
Company, A.; Yao, S.; Ray, K.; Driess, M.,
Dioxygenase-Like Reactivity of an Isolable Superoxo–Nickel(II)
Complex. Chemistry – A European Journal 2010, 16 (31), 9669-
9675.
a
Nonheme Iron(II) Complex to Form an Oxoiron(IV)
Intermediate. Angewandte Chemie International Edition 2008, 47
(37), 7064-7067.
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