The photochemistry of ring-substituted cinnamyl acetates

SA Fleming, L Renault, EC Grundy…

Index: Fleming; Renault; Grundy; Pincock Canadian Journal of Chemistry, 2006 , vol. 84, # 9 p. 1146 - 1154

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Citation Number: 9

Abstract

The photochemistry of the (E)-cinnamyl acetates ((E)-1-aryl-3-propenyl acetates, 8a-8e) with substituents H, 4-CH3O, 3-CH3O, 4-CF3, and 3-CF3, respectively, was examined in both cyclohexane and methanol solvents. Alkene isomerization (E to Z) occurred more efficiently than other reactions and evidence is presented that this process occurs from the excited triplet state. In a slower process, 1, 3-migration of the acetoxy group led to the rearranged ...