Abstract
ESR spectroscopy was used to establish that the UV irradiation of α-ketofluorosulfates containing an OSO 2 F group at a tertiary carbon atom gives radicals formed upon cleavage of the C-OSO 2 F bond. If the OSO 2 F group is attached to a primary or secondary carbon atom, we observe ordinary photodecomposition with cleavage of the acyl—carbon bond. The ESR spectra of the new radicals were studied. Replacement of fluorine by the OSO 2 F group in the trifluoromethyl radical leads to compression of the radical site. Branched α-oxoperfluoroalkyl radicals are not heteroallylic and the unpaired electron is localized largely on the carbon atom. The [(CF 3 ) 2 CF] 2 ĊC(O)CF 3 radical is stable in the air.
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Literature cited
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Additional information
A. N. Nesmeyanov Institute of Heteroorganic Compounds, Russian Academy of Sciences, 117813 Moscow. Translated from Izvestiya Akademii Nauk, Seriya Khimicheskaya, No. 3, pp. 757–761, March, 1992.
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Tumanskii, B.L., Bubnov, N.N., Solodovnikov, S.P. et al. ESR study of the free radicals formed in the photolysis of α-ketofluorosulfates. Russ Chem Bull 41, 594–596 (1992). https://doi.org/10.1007/BF00863096
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DOI: https://doi.org/10.1007/BF00863096