R. Tanikaga, A. Kaji
Dec 1, 1973
Citations
0
Influential Citations
7
Citations
Journal
Bulletin of the Chemical Society of Japan
Abstract
Irradiation of 2-nitrophenyl phenyl sulfoxide (I) gave 2-nitrosophenyl phenyl sulfone (II) as the sole product. The rearrangement was not affected by a quencher, but took a different course in the presence of a sensitizer or a halogen-containing solvent. When I with an electron-donating substituent at a 4′-position or electron-withdrawing one at a 4-position was irradiated, the corresponding II was obtained in a lower yield. 2-Nitrophenyl phenyl sulfide was photochemically stable. From the results, it is proposed that in the excited singlet state of I the oxyanion of a nitro group attacks the positive sulfur atom, and oxygen transfer takes place.