1,6-methano[10]annulene-stabilized radicals |
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Authors: | Creary Xavier Miller Kevin M |
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Institution: | Department of Chemistry and Biochemistry, University of Notre Dame, Notre Dame, IN 46556, USA. creary.1@nd.edu |
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Abstract: | The rate of the methylenecyclopropane rearrangement is remarkably enhanced by the 1,6-methano10]annulene group, which greatly stabilizes the biradical intermediate. The diastereomeric products argue against a concerted rearrangement mechanism and support a stabilized biradical intermediate that lives long enough to undergo rotation before ring closure. structure: see text] |
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