ISSN:
1042-7163
Keywords:
Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
4,6-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.
Additional Material:
2 Ill.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/hc.520040219
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