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11871880

Source:http://linkedlifedata.com/resource/pubmed/id/11871880

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pubmed-article:11871880pubmed:abstractTextThe oxidation of a series of para-substituted phenyl methyl sulfides was carried out with several oxo(salen)iron (salen = N,N'-bis(salicylidine)ethylenediaminato) complexes in acetonitrile. The oxo complex [O=Fe(IV)(salen)](*+), generated from an iron(III) [bond] salen complex and iodosylbenzene, effectively oxidizes the organic sulfides to the corresponding sulfoxides. The formation of [O [double bond] Fe(IV)(salen)](*+) as the active oxidant is supported by resonance Raman studies. The kinetic data indicate that the reaction is first-order in the oxidant and fractional-order with respect to sulfide. The observed saturation kinetics of the reaction and spectral data indicate that the substrate binds to the oxidant before the rate-controlling step. The rate constant (k) values for the product formation step determined using Michaelis-Menten kinetics correlate well with Hammett sigma constants, giving reaction constant (rho) values in the range of -0.65 to -1.54 for different oxo(salen)iron complexes. The log k values observed in the oxidation of each aryl methyl sulfide by substituted oxo(salen)iron complexes also correlate with Hammett sigma constants, giving positive rho values. The substituent effect, UV-vis absorption, and EPR spectral studies indicate oxygen atom transfer from the oxidant to the substrate in the rate-determining step.lld:pubmed
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pubmed-article:11871880pubmed:authorpubmed-author:Sivasubramani...lld:pubmed
pubmed-article:11871880pubmed:authorpubmed-author:GanesanMuniya...lld:pubmed
pubmed-article:11871880pubmed:authorpubmed-author:RajagopalSeen...lld:pubmed
pubmed-article:11871880pubmed:authorpubmed-author:RamarajRamasa...lld:pubmed
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pubmed-article:11871880pubmed:pagination1506-14lld:pubmed
pubmed-article:11871880pubmed:dateRevised2006-11-15lld:pubmed
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pubmed-article:11871880pubmed:year2002lld:pubmed
pubmed-article:11871880pubmed:articleTitleIron(III) [bond] Salen complexes as enzyme models: mechanistic study of oxo(salen)iron complexes oxygenation of organic sulfides.lld:pubmed
pubmed-article:11871880pubmed:affiliationSchool of Chemistry, Madurai Kamaraj University, Madurai-625 021, India.lld:pubmed
pubmed-article:11871880pubmed:publicationTypeJournal Articlelld:pubmed
pubmed-article:11871880pubmed:publicationTypeComparative Studylld:pubmed
pubmed-article:11871880pubmed:publicationTypeResearch Support, Non-U.S. Gov'tlld:pubmed
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