Tetrathiafulvalenes. XXI. Syntheses of Tetrathiafulvalenes from 2‐Alkylthio‐, 2‐Arylthio‐ and 2‐Alkylseleno‐1,3‐dithiolium Salts
In the reaction of 2‐alkylthio‐, 2‐arylthio‐ or 2‐alkylseleno‐1, 3‐dithiolium salts with trivalent phosphorus compounds in acetonitril tetrathiafulvalenes 2 are formed. As an intermediate we suppose a phosphorane, which reacts with further 1,3‐dithiolium salt to provide the tetrathiafulvalene. By the application of a 2‐alkylthio‐1,3‐dithiolium salt a monomethin dye is formed in a side reaction. When the reaction is carried out in methanol, the phosphorane is trapped by the solvent and a 2H‐1,3‐dithiolium salt is obtained.