Trifluoromethylthiocubanes and (Trifluoromethylthio)cubylcubanes

Reaction of trifluoromethylthiocopper with 1,4-diiodo- and 1-bromo-4-iodocubanes furnishes 1-iodo-4-(trifluoromethylthio)-, 1-bromo-4-(trifluoromethylthio)-, and 1,4-bis(trifluoromethylthio)cubanes in respectable yields (Scheme 1). However, the reaction of iodocubane with trifluoromethylthiocopper under identical conditions yields a complex mixture of mono-and di-substituted cubanes and mono- and di-substituted cubylcubanes (Figure 1). The probable mechanism of their formation and mass spectrometric characterization of the title compounds are presented in this article. Trifluoromethylthiocubanes and (Trifluoromethylthio)cubylcubanesAll authorsS. Munavalli, A. Bashir-Hashemi, D. K. Rohrbaugh & H. D. Drusthttps://doi.org/10.1080/104265091001281Published online:16 August 2006 SCHEME 1 Trifluoromethylthiocubanes. SCHEME 1 Trifluoromethylthiocubanes. Trifluoromethylthiocubanes and (Trifluoromethylthio)cubylcubanesAll authorsS. Munavalli, A. Bashir-Hashemi, D. K. Rohrbaugh & H. D. Drusthttps://doi.org/10.1080/104265091001281Published online:16 August 2006 FIGURE 1 Cubylcubanes from the reaction of F3CSCu with iodocubane.