One-pot synthesis of perfluorinated benzenedithiols from perfluoroarenes and thioacetic acid.

[Display omitted] The direction of the reaction between substituted perfluorobenzenes and thioacetic acid depends on the location of the substituents in perfluoroaromatic ring. Hexafluorobenzene reacts at positions 1 and 4, perfluoro- m -xylene reacts at positions 4 and 6, while perfluoroindane reacts at positions 5 and 6 to give the corresponding dithiols with para -, meta - and ortho -location of the thiol groups, respectively. Domino-reaction of perfluoroindane-5-thiol and its acetyl thioester affords hexadecafluoro-2,12-dithia-pentacyclo[11.7.0.03,11.05,9.015,19]icosa-1(13),3,5(9),10,14,19-hexaene [ABSTRACT FROM AUTHOR]