Excited state carbon acid dissociation and competing photoarrangements of 5H-dibenzo[a,c]cycloheptene derivatives

Article abstract of DOI:10.1139/v96-162

Structure reactivity studies of excited singlet state carbon acid dissociation and competing formal di-π-methane rearrangement have been carried out to gain more insights on the photochemistry displayed by these compounds. Photolysis in the presence of ethanolamine resulted in stereoselective deprotonation of the pseudo-axial proton. The results show that excited state carbon acid dissociation is a general reaction of dibenzo and dinaphtho cycloheptenes only if photochemical pathways are not competing.