129282-26-4Relevant academic research and scientific papers
DERIVATIVES OF ANTHRADITHIOLE-6,10-DIONE (OXADITHIAPENTALENEANTHRONE)
Gorelik, M. V.,Shteiman, V. Ya.,Trdatyan, V. A.,Tafeenko, V. A.,Mikhailova, T. A.
, p. 560 - 569 (2007/10/02)
The reaction of 1,5-dihydroxyanthrone with sulfur in a polar aprotic solvent leads to the 5-hydroxy derivative of anthradithiole-6,10-dione, which is a new condensed heterocyclic system and is the oxa analog of trithiapentaleneanthrone.During chlorination with sulfuryl chloride the compound changes into the 4,7,9-trichloro derivative, which is also formed when 1,5-dihydroxy-9,10-anthraquinone is heated with thionyl chloride and triethylamine.In the reaction of 5-hydroxyanthradithioledione with 2,6-di-tert-butylphenol or 1,5-dihydroxyanthrone in the presence of sulfur as oxidizing agent the hydrogen atom at position 7 is substituted with the formation of a C-C bond through position 4 or 10 respectively of the above-metioned C-nucleophile.The electronic structural characteristics of the new condensed system are discussed on the basis of x-ray crystalographic and spectral data.
