A. Stasko et al., OXYGEN PHOTOSENSITIZATION IN THE PRESENCE OF SODIUM ANTHRACENE-1-SULFONATE, Journal of photochemistry and photobiology. A, Chemistry, 76(3), 1993, pp. 159-165
Sodium anthracene-1-sulphonate (AN1S), UV irradiated in aqueous soluti
ons, forms the intermediate anthracene-1-sulphonyl radical (AN-1-SO2.)
. In the presence of oxygen, AN1S is converted to quinone and oxygen i
s activated to superoxide as indicated by the 5,5-dimethyl-1-pyrroline
-N-oxide (DMPO) spin trap adduct, (.)DMPO-O-2-. The products of oxygen
activation are OH. radicals identified as (.)DMPO-OH adducts. The tim
e dependence of (.)DMPO-OH formation during and after irradiation impl
ies the production of an activated complex between oxygen and anthrace
ne quinones. Quantum chemical calculations indicate a considerable wea
kening of the C-S bond in the photochemically excited state (T-1,S-1)
of AN1S. As a consequence, the splitting of (SO3Na)-S-. is probable wh
ich, in a subsequent reaction with the sulphonate group in AN1S, may b
e responsible for the formation of AN-1-SO2..