Dye- and dicyanoanthracene-photosensitized oxygenations of sulphur compounds. Product selectivity

Abstract

Photo-oxygenation of vinyl sulphides sensitized either by dyes or by 9,10-dicyanoanthracene (DCA) gave products arising from oxidative cleavage of the double bond in closely similar ratios in each case; similarly, dye-photosensitized oxygenation of fluorenyl ethyl sulphide gave fluorenone, 1-hydroxy-9-fluorenone, 9-fluorenyl ethyl sulphoxide, and 9-fluorenyl ethyl sulphone as major products, while DCA-sensitized oxygenation gave the first three products in similar relative yields.