Cation radical probes. Development and application to metalloporphyrin-catalyzed epoxidation
- Univ. of Texas, Austin (United States)
Radical probes such as the cyclization of the 5-hexenyl radical have proved highly effective in diagnosing free radical mechanisms. Analogous cation radical probes would constitute a powerful tool for detecting short-lived cation radical intermediates in the burgeoning area of hole catalytic chemistry. The synthesis of conveniently accessible cation radical probe substrates and the characterization and calibration of their rapid intramolecular probe reactions as cation radical clocks are now reported. The new probes have further been used to investigate the hypothetical electron-transfer mechanism for metalloporphyrin-catalyzed epoxidation. The cation radical probe reactions developed in this study are based upon the intramolecular cation radical Diels-Alder reaction and analogous intramolecular cyclobutanation. 14 refs.
- OSTI ID:
- 6201656
- Journal Information:
- Journal of the American Chemical Society; (United States), Vol. 114:27; ISSN 0002-7863
- Country of Publication:
- United States
- Language:
- English
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Related Subjects
ORGANIC
PHYSICAL AND ANALYTICAL CHEMISTRY
IRON COMPLEXES
CATALYTIC EFFECTS
MANGANESE COMPLEXES
PORPHYRINS
RADICALS
DETECTION
REACTION INTERMEDIATES
QUALITATIVE CHEMICAL ANALYSIS
CATIONS
DIELS-ALDER REACTION
ELECTRON TRANSFER
HOMOGENEOUS CATALYSIS
PROBES
SUBSTRATES
CARBOXYLIC ACIDS
CATALYSIS
CHARGED PARTICLES
CHEMICAL ANALYSIS
CHEMICAL REACTIONS
COMPLEXES
HETEROCYCLIC ACIDS
HETEROCYCLIC COMPOUNDS
IONS
ORGANIC ACIDS
ORGANIC COMPOUNDS
ORGANIC NITROGEN COMPOUNDS
TRANSITION ELEMENT COMPLEXES
400201* - Chemical & Physicochemical Properties