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Volumn 15, Issue 14, 2009, Pages 3359-3362

Olefin-dependent discrimination between two nonheme HO-Fev=O tautomeric species in catalytic H2O2 epoxidations

Author keywords

Bioinorganic chemistry; Enzyme catalysis; Nonheme oxygenases; Oxidation; Reaction mechanisms

Indexed keywords

1-OCTENE; AUTO OXIDATIONS; BIOINORGANIC CHEMISTRY; CYCLOOCTENE; ENZYME CATALYSIS; MECHANISTIC STUDIES; NONHEME; NONHEME OXYGENASES; OVER OXIDATIONS; OXYGEN ATOMS; REACTION MECHANISMS;

EID: 63749084188     PISSN: 09476539     EISSN: 15213765     Source Type: Journal    
DOI: 10.1002/chem.200802597     Document Type: Article
Times cited : (75)

References (47)
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    • b) M. Costas, M. Mehn, M. P. Jensen, L. Que. Jr., Chem. Rev. 2004, 104, 939;
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    • A. Company. L. Gómez, M. Güell, X. Ribas, J. M. Luis,. L. Que, Jr., M. Costas, J. Am. Chem. Soc. 2007, 129, 15766.
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    • A. Company, L. Gómez, X. Fontrodona, X. Ribas, M. Costas, Chem, Eur. J. 2008, 14, 5727.
    • A. Company, L. Gómez, X. Fontrodona, X. Ribas, M. Costas, Chem, Eur. J. 2008, 14, 5727.
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    • For simplicity, the cis-diol term will be used in this manuscript to refer to the diol product resulting from a stereospecific cis-dihydroxylation reaction.
    • For simplicity, the cis-diol term will be used in this manuscript to refer to the diol product resulting from a stereospecific cis-dihydroxylation reaction.
  • 43
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    • B were identical, all epoxides would be 50% water-labeled.
    • B were identical, all epoxides would be 50% water-labeled.
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    • DFT geometries were optimized at the B3LYP level in junction of lhe LANL2DZ basis set with associated ECP for Fe as implemented in the Gaussian 03 program. The energies were further refined by single-point calculations using the SDD basis set with associated ECP for Fe and 6-311G(d.p) basis sets on the other atoms. Final free energies given in this work include energies computed at the B3LYP/6-311G(d.p)&SDD//B3LYP/LANL2DZ level of theory together with zero-point energies, thermal corrections and entropy calculated at the B3LYP/LANL2DZ level.
    • DFT geometries were optimized at the B3LYP level in junction of lhe LANL2DZ basis set with associated ECP for Fe as implemented in the Gaussian 03 program. The energies were further refined by single-point calculations using the SDD basis set with associated ECP for Fe and 6-311G(d.p) basis sets on the other atoms. Final free energies given in this work include energies computed at the B3LYP/6-311G(d.p)&SDD//B3LYP/LANL2DZ level of theory together with zero-point energies, thermal corrections and entropy calculated at the B3LYP/LANL2DZ level.
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    • Analogous differences in energy between tautomeric ferric-hydroperoxide species have been described for [Fe(TPA)(OOH)H2O]2, A. Bassan, M. R. A. Blomberg, P. E. M. Siegbahn, L. Que, Jr, J. Am. Chem. Soc. 2002, 124, 11056
    • 2+: A. Bassan, M. R. A. Blomberg, P. E. M. Siegbahn, L. Que, Jr., J. Am. Chem. Soc. 2002, 124, 11056.
  • 46
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    • Note added in proof (23.1.2009): When this paper was at the proof stage, Nam and co-workers suggested that a nonheme iron(V) oxo species exchanges its oxygen with H2180 much faster than the corresponding iron(IV) oxo species.J. Yoon, S. A. Wilson, Y. K. Jang, M. S. Seo, K. Nehru, B. Hedman, K. O. Hodgson, E. Bill, E. I. Solomon, W. Nam. Angew. Chem. 2009, 121, 1283;
    • Note added in proof (23.1.2009): When this paper was at the proof stage, Nam and co-workers suggested that a nonheme iron(V) oxo species exchanges its oxygen with H2180 much faster than the corresponding iron(IV) oxo species.J. Yoon, S. A. Wilson, Y. K. Jang, M. S. Seo, K. Nehru, B. Hedman, K. O. Hodgson, E. Bill, E. I. Solomon, W. Nam. Angew. Chem. 2009, 121, 1283;


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.