| Abstract: | Under electron impact the title compounds undergo skeletal rearrangement in addition to the anticipated modes of cleavage. The 3-arylsulphonyl-2-arylthiopropenes readily eliminate sulphur dioxide. Other modes of fragmentation include rearrangement to a bisaryl sulphide moiety and sulphone-sulphinate rearrangement. The formation of a bisaryl sulphide ion is analogous to the behaviour of the isomeric trans-1-arylsulphonyl-2-arylthiopropenes. N-(4′-Arylsulphonyl-2′-butynyl)-N-(4″-arylthio-2″-butynyl) anilines do not undergo any of the skeletal rearrangements mentioned above, but display the concerted loss of the arylsulphonyl and arylthio moieties. Similar eliminations have been observed from the analogous bis-sulphides and bis-sulphones. |
