Fluorescein-Photosensitized Furan Oxidation in Methanolic and Reversed Micellar Solutions, Part I Effects of Amines

Singlet Oxygen, Radicals, Fluorescein, Diphenylisobenzofuran, Reversed Micelles The 1,3-diphenylisobenzofuran oxidation reaction was investigated in methanolic and dodecylammonium propionate reversed micellar solutions using fluorescein sodium as photosensitizer. It was found that aniline remarkably enhanced the furan oxidation in methanolic solutions but inhibited it in reversed micellar solutions. This enhancement effect occurred more effectively at lower oxygen concentrations. It was proposed that, in the former solutions, the radical mechanism (Type I) might be involved in the furan oxidation in the presence of aniline besides singiet oxygen mechanism (Type II). The reversed micelle seems to inhibit the Type I reaction, resulting in no enhancement of the furan oxidation by aniline.