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12
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0344113578
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note
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2O concentration in the reaction solutions.
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13
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0344545196
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note
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The formation of an iron(III) porphyrin complex may be the result of a facile oxidation of an iron(II) porphyrin complex, a product formed upon the oxygen atom transfer from 2 to organic substrates, by another oxoiron(IV) porphyrin molecule: see ref 4.
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14
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0344976132
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note
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The observations that the reaction rates of 2 toward olefins depend on olefin substrates (Table 1) and the amounts of cyclohexene (Supporting Information, Figure S5) demonstrate that 2 is indeed involved in the olefin epoxidation reactions.
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16
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0022977486
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It has been shown that compound II of peroxidase exchanges its oxygen with labeled water readily at pH 7: Hashimoto, S.; Nakajima, R.; Yamazaki, I.; Tatsuno, Y.; Kitagawa, T. FEBS Lett, 1986, 208, 305-307.
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22
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0344545197
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note
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18O into oxygenated products was high at room temperature. These different reactivity patterns indicate that the hydroxylating intermediate generated in the reaction of 1 and m-CPBA under catalytic conditions at -40 °C is different from 2.
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23
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0344113577
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note
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IV=O complex disappeared immediately upon the addition of the substrate at -40 °C and yielded 55% of alcohol product, whereas 2 was stable in the presence of the substrate at -40 °C and yielded no alcohol product under the identical conditions.
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24
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0037436143
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(a) Rohde, J.-U.; In, J.-H.; Lim, M. H.; Brennessel, W. W.; Bukowski, M. R.; Stubna, A.; Munck, E.; Nam, W.; Que, L., Jr. Science 2003, 299, 1037-1039.
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0012900781
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(b) Lim, M. H.; Rohde, J.-U.; Stubna, A.; Bukowski, M. R.; Costas, M.; Ho, R. Y. N.; Munck, E.; Nam, W.; Que, L., Jr. Proc. Natl. Acad. Sci. U.S.A. 2003, 100, 3665-3670.
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26
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0032584090
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An iron(III)-hydroperoxide porphyrin complex has been suggested as a "second electrophilic oxidant" that effects olefin epoxidation and alkane hydroxylation in cytochromes P450: (a) Vaz, A. D. N.; McGinnity, D. F.; Coon, M. J. Proc. Natl. Acad. Sci. U.S.A. 1998, 95, 3555-3560.
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