Abstract
Abstract4,6‐Disubstituted thianthrene‐5‐oxides reacted with n‐butyllithium to afford sterically crowded 1,9‐disubstituted dibenzothiophenes (3) in moderate yields. The structures of the phenylthio derivative 3a and its monooxide 6a were determined by X‐ray crystallographic analysis, which revealed that the distances between the two outer sulfur atoms are 3.012 Å (3a) and 3.016 Å (6a). 1,9‐Disubstituted dibenzothiophenes 3 and their monooxides 6 afforded the corresponding dithia dications on dissolution in conc. sulfuric acid. The lower oxidation potentials of compounds 3 compared with other dibenzothiophene derivatives reveal evidence for strong transannular interaction between the two outer sulfur atoms.
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