Abstract
The photosensitized oxidations of the olefins, trans-1,2-dimethoxystilbene (DMOS), trans-stilbene (TS), and trans,trans-1,4-diphenyl-1,3-butadiene (DPB) as well as the amine 2,2,6,6-tetramethylpiperidine (TMP) in mixed surfactant vesicles were investigated. The sensitizer was either a hydrophobic dye, tetraphenylporphyrin (TPP), or a cationic dye, methylene blue (MB). The substrate molecules were solubilized in the bilayer membranes of one set of vesicles, and the sensitizers were incorporated in the bilayers or the aqueous inner compartments of another set of vesicles. The irradiation samples were prepared by mixing the above two sets of vesicle dispersions. Photoirradiation of the oxygen-saturated samples resulted in the oxidation of the substrates, as evidenced by the isolation of the end products in the olefin oxidation and by the detection of the ESR spectrum of the nitroxide radical in the amine oxidation. The quantum yields for the product formation were enhanced significantly in D2O dispersions co...
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