An EPR study of free radicals derived from 1,3-dioxolan-4-one and related compounds
- 1 January 1992
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 2
- No. 12,p. 2117-2121
- https://doi.org/10.1039/p29920002117
Abstract
Electron paramagnetic resonance (EPR) spectra have been recorded during UV irradiation of di-tert-butyl peroxide in the presence of α-methyl-γ-butyrolactone (2), tetrahydrofuran-3-one (3), and the substituted 1,3-dioxolan-4-ones 4–10. tert-Butoxyl radicals abstract hydrogen atoms from the α-position of 2, position 2 of 3, and positions 2 and 5 of 4–10. The EPR parameters determined from the spectra include exceptionally large hyperfine splitting constants due to the γ-protons in the radicals derived from 4–10. The reactivities per equivalent hydrogen atom of tetrahydrofuran (1) and the substrates, 2–20, relative to the reactivity of a methoxy hydrogen atom of tert-butyl methyl ether (11) have been estimated from digitised EPR spectra, and these reactivities are discussed.Keywords
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