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Volumn 16, Issue 47, 2010, Pages 13995-14006

Aromatic Hydroxylation at a Non-Heme Iron Center: Observed Intermediates and Insights into the Nature of the Active Species

Author keywords

hydrogen peroxide; hydroxylation; iron; kinetics; oxidation

Indexed keywords

ACTIVE SPECIES; AMINOPYRIDINES; AROMATIC HYDROXYLATION; AROMATIC RINGS; AROMATIC SUBSTRATES; BENZENE HYDROXYLATION; COMPLEX 1; EPR SIGNALS; HEME IRON; HIGH YIELD; HOMOLYSIS; HYDROPEROXIDES; KINETIC ANALYSIS; KINETIC ISOTOPE EFFECTS; MECHANISM OF ACTION; MECHANISTIC PROBES; MECHANISTIC STUDIES; OXIDATION REACTIONS; OXYGEN ATOM; RATE LIMITING; REACTION STEPS; REACTIVE SPECIES; SELF-DECOMPOSITION; STOPPED-FLOW KINETICS; SUBSTITUTED BENZENES; SUBSTRATE OXIDATION;

EID: 78650276716     PISSN: 09476539     EISSN: 15213765     Source Type: Journal    
DOI: 10.1002/chem.201002577     Document Type: Article
Times cited : (118)

References (91)
  • 14
    • 78650298582 scopus 로고    scopus 로고
    • note
    • Although blue species decays over time this process is not due to overoxidation reaction, GCMS analysis showed that the blue solution (maximum accumulation of phenolate) and the yellow solution (1 h after the onset of the reaction) contain the same amount of phenol (Figure S2 in the Supporting Information).
  • 37
    • 78650284799 scopus 로고    scopus 로고
    • R. Mas-Ballesté, E. Münck, L. Jr.Que, unpublished results
    • R. Mas-Ballesté, E. Münck, L. Que, Jr., unpublished results.
  • 38
    • 78650296484 scopus 로고    scopus 로고
    • note
    • IV=O (Figure S23 in the Supporting Information).
  • 50
    • 78650300296 scopus 로고    scopus 로고
    • note
    • To check stability of MPPH during the work up and GCMS experiments we set up two control experiments containing 1) MPPH and 2) MPPH with equimolar amount of acetic acid. In both cases the main product was bibenzyl (product of benzyl radical coupling) with small amount of MPPol. For hydroxylation experiments we used one equivalent of MPPH to minmize any contribution of MPPH self-decomposition.
  • 84
    • 78650267105 scopus 로고    scopus 로고
    • We have not been able to trap the intermediate described in the paper
    • We have not been able to trap the intermediate described in the paper.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.