Detection of alkylperoxo and ferryl, (Fe sup IV = O) sup 2+ , intermediates during the reaction of tert-butyl hydroperoxide with iron porphyrins in toluene solution
Journal Article
·
· Journal of the American Chemical Society; (USA)
- Univ. of California, Davis (USA)
PFe{sup II} and PFe{sup III}OH (P is a porphyrin dianion) catalyze the decomposition of tert-butyl hydroperoxide in toluene solution without appreciable attack on the porphyrin ligand. {sup 1}H NMR spectroscopic studies at low temperature ({minus}70{degree}C) give evidence for the formation of a high-spin, five-coordinate intermediate, PFe{sup III}OOC(CH{sub 3}){sub 3}. Organic products formed from this reaction are tert-butyl alcohol, di-tert-butyl peroxide, benzaldehyde, acetone, and benzyl-tert-butyl peroxide, which arise largely from a radical chain process initiated by the iron porphyrin but continuing without its intervention.
- OSTI ID:
- 6708519
- Journal Information:
- Journal of the American Chemical Society; (USA), Journal Name: Journal of the American Chemical Society; (USA) Vol. 111:20; ISSN 0002-7863; ISSN JACSA
- Country of Publication:
- United States
- Language:
- English
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Related Subjects
37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY
400200* -- Inorganic
Organic
& Physical Chemistry
550000 -- Biomedical Sciences
Basic Studies
59 BASIC BIOLOGICAL SCIENCES
ALKYLATED AROMATICS
AROMATICS
CALCULATION METHODS
CARBOXYLIC ACIDS
CHEMICAL REACTIONS
DATA
DATA ANALYSIS
DECOMPOSITION
EXPERIMENTAL DATA
HETEROCYCLIC ACIDS
HETEROCYCLIC COMPOUNDS
HYDROCARBONS
INFORMATION
MEASURING INSTRUMENTS
MEASURING METHODS
NMR SPECTRA
NUMERICAL DATA
ORGANIC ACIDS
ORGANIC COMPOUNDS
ORGANIC NITROGEN COMPOUNDS
OXYGEN COMPOUNDS
PEROXIDES
PORPHYRINS
SPECTRA
TOLUENE
400200* -- Inorganic
Organic
& Physical Chemistry
550000 -- Biomedical Sciences
Basic Studies
59 BASIC BIOLOGICAL SCIENCES
ALKYLATED AROMATICS
AROMATICS
CALCULATION METHODS
CARBOXYLIC ACIDS
CHEMICAL REACTIONS
DATA
DATA ANALYSIS
DECOMPOSITION
EXPERIMENTAL DATA
HETEROCYCLIC ACIDS
HETEROCYCLIC COMPOUNDS
HYDROCARBONS
INFORMATION
MEASURING INSTRUMENTS
MEASURING METHODS
NMR SPECTRA
NUMERICAL DATA
ORGANIC ACIDS
ORGANIC COMPOUNDS
ORGANIC NITROGEN COMPOUNDS
OXYGEN COMPOUNDS
PEROXIDES
PORPHYRINS
SPECTRA
TOLUENE