EPR support for the ketyl radical-anion "triggered" [3,3]-sigmatropic rearrangement |
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Authors: | Enholm Eric J Battiste Merle A Gallagher Maria Moran Kelley M Alberti Angelo Guerra Maurizio Macciantelli Dante |
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Affiliation: | Department of Chemistry, University of Florida, Gainesville, Florida 32611, USA. enholm@chem.ufl.edu |
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Abstract: | New physical evidence to support a ketyl radical-anion mechanism for the [3,3]-sigmatropic rearrangement is presented. With use of EPR spectroscopy, spectra are observed that can be attributed to 8, an acyl radical-anion species resulting from a [3,3]-rearrangement; this also functions as a key intermediate in the process. The spectrum of an additional paramagnetic species resulting from further addition of tin-centered radicals to the reaction product was also observed. |
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