ORGN 415 |
| The development of synthetic methodologies for the introduction of 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 to 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. In addition, methods to obtain PhOSF5, p-BrPhOSF5 and alkylOSF5 were discovered. The syntheses of these fluorinated synthons and their utility in the preparation of pharmaceutical and agrochemical compounds will be discussed |
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New Reactions and Methodology
1:00 PM-5:20 PM, Tuesday, 12 September 2006 Moscone Center -- Room 133, Oral
Division of Organic Chemistry |