Journal of the American Chemical Society

The photochemistry of substituted bicyclo [3.2. 1] octan-6-ones. Chair-chair conformational inversion of biradical intermediates

WC Agosta, S Wolff

Index: Agosta,W.C.; Wolff,S. Journal of the American Chemical Society, 1976 , vol. 98, # 14 p. 4182 - 4188

Full Text: HTML

Citation Number: 17

Abstract

Abstract: The photochemical a-cleavage reaction of bicyclooctanones 5-16 has been studied in benzene containing-3.5% methanol at 30 f 0.5" C. In all cases but one the only volatile products formed are the expected aldehyde and ketene (trapped as its methyl ester). The results collected in Table I indicate that conformational relaxation of the six-membered ring of biradical 2a competes successfully with disproportionation and that Scheme I must ...