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Abstract
Direct nucleophilic substitution with sodium methanethiolate of the pentafluorophenyl compounds C 6F 5X (X = Cl, Br, I. NO 2, NH 2, CO 2H, SC 6F 5, OMe, OH) has given varying amounts of XC 6F 4(SMe), XC 6F 3(SMe) 2, C 6F 4(SMe) 2, XC 6F 2(SMe) 3 and C 6F 2(SMe) 4. In some cases cleavage of the aromatic carbon-X bond (X = Br, I, CO 2H, SC 6F 5) forming C 6F 4(SMe)H and C 6F 2(SMe) 3H, and the O-Me bond forming HOC 6F 2(SMe) 3 was observed. The new compounds isolated have been characterized by elemental analyses, infrared and mass spectra and their stereochemistries have been from their 1H and 19F NMR spectra.
Published Version
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