Novel biphotochromic systems containing two norbornadiene moieties in one molecule or one norbornadienyl group in 2-N-(3-phenylnorbornadiene-2-carbonyl)]-N-arylaminomethylene-(2H) benzo[b]thiophenones have been prepared. Under UV/VIS irradiation the latter compounds undergo Z/E-isomerktion acompanied by N → O acyl rearrangement and valence isomerization in the norbornadiene fragment. Bis-norbornadienyl derivatives upon irradiation convert through stepwise isomerization into corresponding quadricyclanes. The back reactions are catalyzed with trifluoroacetic acid at room temperature.
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Брень et al. (1997) studied this question.
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