%0 Journal Article %1 ISI:000223462000001 %A Khavasi, HR %A Safari, N %C PO BOX 211, 1000 AE AMSTERDAM, NETHERLANDS %D 2004 %I ELSEVIER SCIENCE BV %J JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL %K derivatives} kinetics; naphthalene rates; relative {ironporphyrin; %N 2 %P 127-132 %R 10.1016/j.molcata.2004.05.029 %T Model reaction related to cytochrome P-450: effect of substitution on the rate of naphthalene oxidation %V 220 %X A kinetic method for measuring the relative rates of hydroxylation of naphthalene derivatives/cyclohexene has been developed. With this technique a linear relationship between the logarithm of the rates of oxidation products and the oxidation potentials of the naphthalene derivatives has been observed. Plots of sigma Hammett and sigma(+) Hammett-Brown with logarithm of relative rates have been linear and shown rho = -0.98 and rho(+) = -0.58, respectively. This contrast aromatic oxidation in protic solvents in which the oxidation products are naphthoquinones and provides further evidence for the intermediacy of carbocation in the hemin catalyzed hydroxylation of aromatic rings. (C) 2004 Elsevier B.V. All rights reserved.

@article{ISI:000223462000001, abstract = {{A kinetic method for measuring the relative rates of hydroxylation of naphthalene derivatives/cyclohexene has been developed. With this technique a linear relationship between the logarithm of the rates of oxidation products and the oxidation potentials of the naphthalene derivatives has been observed. Plots of sigma Hammett and sigma(+) Hammett-Brown with logarithm of relative rates have been linear and shown rho = -0.98 and rho(+) = -0.58, respectively. This contrast aromatic oxidation in protic solvents in which the oxidation products are naphthoquinones and provides further evidence for the intermediacy of carbocation in the hemin catalyzed hydroxylation of aromatic rings. (C) 2004 Elsevier B.V. All rights reserved.}}, added-at = {2017-05-10T15:29:29.000+0200}, address = {{PO BOX 211, 1000 AE AMSTERDAM, NETHERLANDS}}, affiliation = {{Safari, N (Reprint Author), Shahid Beheshti Univ, Dept Chem, Tehran 19839, Iran. Shahid Beheshti Univ, Dept Chem, Tehran 19839, Iran.}}, author = {Khavasi, HR and Safari, N}, author-email = {{n-safari@sbu.ac.ir}}, biburl = {https://www.bibsonomy.org/bibtex/2b9e1ca3a15fa37f5751ab451dc0d06d2/hkhavasi}, cited-references = {{ADLER AD, 1970, J INORG NUCL CHEM, V32, P2443, DOI 10.1016/0022-1902(70)80535-8. Barkanova SV, 1996, TETRAHEDRON LETT, V37, P1637, DOI 10.1016/0040-4039(96)00079-2. Bartoli JF, 2000, CHEM COMMUN, P827, DOI 10.1039/b001776k. BERNADOU J, 1994, J AM CHEM SOC, V116, P9375, DOI 10.1021/ja00099a083. Buckingham J., 1982, DICT ORGANIC COMPOUN. CARRIER MN, 1990, TETRAHEDRON LETT, V31, P6645, DOI 10.1016/S0040-4039(00)97136-3. Chauhan SMS, 1999, J MOL CATAL A-CHEM, V137, P85, DOI 10.1016/S1381-1169(98)00079-X. Collman JP, 2000, J AM CHEM SOC, V122, P11098, DOI 10.1021/ja000961d. Ortiz de Montellano P.R., 1995, CYTOCHROME P450 STRU, P652. FUJII H, 1992, INORG CHEM, V31, P1110, DOI 10.1021/ic00032a039. 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A-Chem.}}, keywords = {derivatives} kinetics; naphthalene rates; relative {ironporphyrin;}, keywords-plus = {{HYDROGEN-PEROXIDE; IRON(III) PORPHYRINS; EPOXIDATION REACTIONS; CATALYZED OXIDATION; OXYGEN-ATOM; COMPLEXES; IRON; METALLOPORPHYRINS; HYDROXYLATION; SOLVENT}}, language = {{English}}, month = {{OCT 11}}, number = {{2}}, number-of-cited-references = {{42}}, pages = {{127-132}}, publisher = {{ELSEVIER SCIENCE BV}}, research-areas = {{Chemistry}}, times-cited = {{13}}, timestamp = {2017-05-10T15:29:29.000+0200}, title = {{Model reaction related to cytochrome P-450: effect of substitution on the rate of naphthalene oxidation}}, type = {{Article}}, unique-id = {{ISI:000223462000001}}, usage-count-last-180-days = {{1}}, usage-count-since-2013 = {{7}}, volume = {{220}}, web-of-science-categories = {{Chemistry, Physical}}, year = {{2004}} }