Discovery of practical production processes for arylsulfur pentafluorides and their higher homologues, bis- and tris(sulfur pentafluorides): Beginning of a new era of “super-trifluoromethyl” arene chemistry and its industry

• Teruo Umemoto,
• Lloyd M. Garrick and
• Norimichi Saito

Beilstein J. Org. Chem. 2012, 8, 461–471, doi:10.3762/bjoc.8.53

• has also been reported [37]. The multistep method has recently been extended to the preparation of 2-naphthylsulfur pentafluoride and heteroarylsulfur pentafluorides [22][38][39][40][41]. 5-Nitrophenyl-1,3-bis(sulfur pentafluoride) was prepared by reaction of the corresponding polymeric disulfide with

• pentafluoride). Photoreaction of HC≡CSF5 in the presence of SF5Cl gave phenyl-1,3,5-tris(sulfur pentafluoride), but in low yield (19%) [42]. All of the previous methods described above suffer from multiple drawbacks of low yields, the necessity of costly and dangerous fluoro-reagents, and the quite limited

• scope and applicability. In response to these, we now report practical, inexpensive, and widely applicable methods suitable for the large-scale production of arylsulfur pentafluorides and their higher homologues, which have the potential to open up a new era of sulfur pentafluoride chemistry and its