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Decarbonylation vs. Ketene Elimination (α- vs. β-Cleavage) in Acyl-Alkyl-1,4-Biradicals

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image of Research on Chemical Intermediates

Decarbonylation is the major reaction path for acyl-alkyl-1,4-biradical 6a formed by photochemical cleavage of the lactone O-CO bond in benzopyrandione 7a. While the α- vs β-cleavage product ratio is not affected by R = CF3 as substituent on C(3) of the biradical (6b), ketene elimination becomes the major reaction path for 6c (R = tert-butyl).

Affiliations: 1: Institut für Organische Chemie Universität, D-2000 Hamburg 13 Federal Republic of Germany


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