Delocalized. pi. radical cations of acetals

Journal Article · Wed Apr 07 04:00:00 EST 1982 · J. Am. Chem. Soc.; (United States)

DOI:https://doi.org/10.1021/ja00371a063· OSTI ID:5145842

Snow, L D; Wang, J T; Williams, F

Examples are presented which illustrate the theory that in a radical cation containing two equivalent oxygen atoms separated by a bridging methylene group, the spin is delocalized in a three-centered (-O-CH/sub 2/-O-) ..pi.. orbital. The radicals were generated by ..gamma.. radiation of solid solutions of 1,3-dioxacyclopentane, 1,3-dioxacyclohexane, s-trioxane, 2,5-dimethoxytetrahydrofuran, and dimethoxymethane in a Freon matrix. The reaction mechanism for radical production is positive charge transfer from the solvent to the solute. The ESR spectra of the radical cations are presented and discussed in some detail. (BLM)

• Research Organization: Univ. of Tennessee, Knoxville
• OSTI ID: 5145842
• Journal Information: J. Am. Chem. Soc.; (United States), Journal Name: J. Am. Chem. Soc.; (United States) Vol. 104:7; ISSN JACSA
• Country of Publication: United States
• Language: English

Related Subjects

37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY
38 RADIATION CHEMISTRY, RADIOCHEMISTRY, AND NUCLEAR CHEMISTRY
400301 -- Organic Chemistry-- Chemical & Physicochemical Properties-- (-1987)
400600* -- Radiation Chemistry
ALKANES
CHEMICAL RADIATION EFFECTS
CHEMISTRY
CYCLOALKANES
ELECTROMAGNETIC RADIATION
ELECTRON SPIN RESONANCE
FREONS
GAMMA RADIATION
HALOGENATED ALIPHATIC HYDROCARBONS
HYDROCARBONS
IONIZING RADIATIONS
MAGNETIC RESONANCE
ORGANIC COMPOUNDS
ORGANIC HALOGEN COMPOUNDS
RADIATION CHEMISTRY
RADIATION EFFECTS
RADIATIONS
RADICALS
RESONANCE
SPECTRA