Synthesis and Reactions of Trifluoromethylthio(seleno)- and Pentafluorophenylthio(seleno)-copper

Crystal Engineering with Symmetrical Threefold Acceptor-Substituted Triaminobenzenes

“…ref. [56]). Purified by chromatography (silica gel, CCl 4 /Et 2 O 98/2); yellowish oil, yield, 94 %.…”

Synthesis of 1,2-Bis(trifluoromethylthio)arenes via Aryne Intermediates

“…5–7 Synthesis of 1,2-bis(trifluoromethylthio)arenes has been reported in a very limited number of publications, and the reactions appear to lack generality. 8 For example, electrophilic aromatic substitution affords low yields of 1,2-bis(trifluoromethylthio)benzene. 8a Multistep reactions involving cyclo-addition of bis(trifluoro-methylthio)acetylene have also been reported.…”

“…8 For example, electrophilic aromatic substitution affords low yields of 1,2-bis(trifluoromethylthio)benzene. 8a Multistep reactions involving cyclo-addition of bis(trifluoro-methylthio)acetylene have also been reported. 8b Perhaps the most general method involves reaction of trifluoromethylthiocopper with aromatic halides.…”

“…8a Multistep reactions involving cyclo-addition of bis(trifluoro-methylthio)acetylene have also been reported. 8b Perhaps the most general method involves reaction of trifluoromethylthiocopper with aromatic halides. 8d Unfortunately, trifluoromethylthiocopper is not commercially available.…”

A Convenient Access to Perfluoroalkyl Selenoethers and Selenyl Chlorides

“…4 The second is the substitution of different aryl iodides by toxic trifluoromethylseleno-and pentafluorophenylselenocopper compounds prepared by reaction between copper and the corresponding perfluoro diselenides. 5 More recently, Langlois has described two efficient syntheses of aryl-and alkyl trifluoromethyl selenides. The former were prepared by reaction of the selenocyanates with Ruppert's reagent (CF 3 SiMe 3 ).…”