| Abstract: | 2-Fluoro-, 2-chloro-, 2-bromo-, 2-methyl-, and 2-methoxythioxanthene have been prepared by borane reduction of the corresponding thioxanthone. The corresponding sulfoxides were prepared by m-chloroperoxybenzoic acid oxidation of these sulfides. Proton and carbon chemical shifts have been assigned to these thioxanthene sulfoxides with the aid of LROCSCM and SROCSCM experiments. Carbon chemical shifts in the unsubstituted rings occur at approximately 125 ppm (C5); 128 ppm (C6); 130 ppm (C7); 128 ppm (C8); and 36 ppm (C9). The methylene protons appears as AB doublets at approximately 4.2 and 3.8 ppm. All sulfoxides have the same, pseudo-equatorial geometry. |
