Organic photochemistry. 41. Photochemistry of bichromophoric molecules. Photochemistry and photophysics of 2-methylenebenznorbornene and related molecules in protic media

Stereochemistry of the indene phototransposition reaction and the mechanistic implications thereof

“…Conceptually, our method (Figure 1) employs (1) an endoperoxide (EO2) which may be solubilized in polymer films and which is capable of generating 2 thermally at convenient temperatures; (2) a singlet oxygen acceptor, A, which forms an adduct AO2 upon reaction with 2; (3) selection of adducts (AO2) which are capable of decomposing in the polymer with the production of a chemiluminescent product P. Quantitative measurement of the chemiluminescence intensity /cl as a function of the concentration of A, Ca, at constant temperature provides information concerning physical properties (diffusivity) of102 in the polymer film. Measurement of /cl as a function of the addition of singlet oxygen quenchers (Q) at fixed Ca and temperature provides information concerning the chemical properties (reactivity) of 2 toward these quenchers in the polymer systems.…”