Synthesis of organic compounds containing the pentafluorosulfanyl (SF5) group

ORGN 620

G. Sankar Lal, Air Products and Chemicals, Inc, 7201 Hamilton Boulevard, Allentown, PA 18195-1501 and Kristin E. Minnich, Corporate Science & Technology Center, Air Products and Chemicals, Inc, 7201 Hamilton Boulevard, Allentown, PA 18195-1501.
The development of synthetic methodologies for the introduction of the pentafluorosulfuranyl groups (“SF5”) into organic compounds has been pursued with a considerable degree of interest. The SF5 group imparts unique properties to these organic compounds that include, inter alia, low surface energy, high chemical resistance, high thermal stability, high electronegativity, hydrophobicity, and high dielectric constant. The high electronegativity value of the SF5 group, 3.62 on the Pauling scale, and its greater electron withdrawing ability makes it an attractive alternative for the trifluoromethyl group (“CF3“) found in many commercial products. In our laboratory, we have developed novel techniques for the introduction of the SF5-group into a variety of substrates including alkenes, alkynes and aromatic compounds using SF5Br. The results of these studies will be presented.