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HERO ID
2387166
Reference Type
Journal Article
Title
Oxidation of benzene with hydrogen peroxide catalyzed with ferrocene in the presence of pyrazine carboxylic acid
Author(s)
Shul'pina, LS; Durova, EL; Kozlov, YuN; Kudinov, AR; Strelkova, TV; Shul'pin, GB
Year
2013
Is Peer Reviewed?
1
Journal
Russian Journal of Physical Chemistry A, Focus on Chemistry
ISSN:
0036-0244
EISSN:
1531-863X
Volume
87
Issue
12
Page Numbers
1996-2000
Language
English
DOI
10.1134/S0036024413120236
Web of Science Id
WOS:000326717900009
URL
https://www.scopus.com/inward/record.uri?eid=2-s2.0-84888107613&doi=10.1134%2fS0036024413120236&partnerID=40&md5=c786ebf28af825a948bcbf24857a1ca5
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Abstract
It is found that ferrocene in the presence of small amounts of pyrazine carboxylic acid (PCA) effectively catalyzes the oxidation of benzene to phenol with hydrogen peroxide. Two main differences upon the oxidation of two different substrates, i.e., cyclohexane and benzene, with the same H2O2-ferrocene-PCA catalytic system are revealed: the rates of benzene oxidation and hydrogen peroxide decomposition are several times lower than the rate of cyclohexane oxidation at close concentrations of both substrates, and the rate constant ratios for the reactions of oxidizing particles with benzene and acetonitrile are significantly lower than would be expected for reactions involving free hydroxyl radicals. The overall rate of hydrogen peroxide decomposition, including both the catalase and oxidase routes, is lower in the presence of benzene than in the presence of cyclohexane. It is suggested on the grounds of these data that a catalytically active particle different from the one generated in the absence of benzene is formed in the presence of benzene. This particle catalyzes hydrogen peroxide decomposition less efficiently than the initial complex and generates a dissimilar oxidizing particle that exhibits higher selectivity. It is shown that reactivity of the system at higher concentrations of benzene differs from that of an initial system not containing an aromatic component with the capability of pi-coordination with metal ions.
Keywords
catalysis; ferrocene; benzene oxidation
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