Bulletin of the Korean Chemical Society

Korean Chemical Society (대한화학회)
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Reactions of Thianthrene Cation radical Perchlorate with 1-Alkyl-4-Arenesulfonylaminobenzenes

  • Noh, Jae-Sung (Department of Chemistry, Seoul National University) ;
  • Lee, So-Ha (Department of Chemistry, Seoul National University) ;
  • Kim, Kyong-Tae (Department of Chemistry, Seoul National University)
  • Published : 1988.06.20
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Abstract

Reaction of thianthrene cation radical perchlorate (1) with 1-methyl-4-benzenesulfonylaminobenzene (10) afforded thianthrene (5), N-(4-tolyl)-N-thianthrenylbenzenesulfonamide (14), 1-methyl-3-[N-(4-tolyl)-N-benzenesulfonyl-amino- 4-benzene-sulfonylaminobenzene (16), cis-thianthrene-5,10-dioxide (17), 5-(3'-methyl-6-benzenesulfonylaminobenzene)thian threnium perchlorate (18), and benzenesulfonate. In the meantime, reaction of 1 with 1-ethyl-4-benzenesulfonylaminobenzene (12) afforded 5, 1-ethyl-3-[N-(4-ethylphenyl)-N-benzenesulfonyl]a mino-4-benzenesulfonylaminobenzene (19), 1-benzenesulfonyl-amino-4-[1-(2-benzenesulfonyla mino-5-ethylphenyl)ethyl]benzene (20), and 1-(1-acetamidoethyl)-4-benzenesulfonylaminobenz ene (21). The formations of these products except for 18 and benzenesulfonate could be rationalized by assuming a sulfonamidyl radical as an intermediate.

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References

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Cited by

  1. ChemInform Abstract: Reactions of Thianthrene Cation Radical Perchlorate with 1‐Alkyl‐4‐arenesulfonylaminobenzenes. vol.20, pp.1, 1989, https://doi.org/10.1002/chin.198901178
  2. An overview of some reactions of thianthrene cation radical. Products and mechanisms of their formation vol.27, pp.6, 1988, https://doi.org/10.1080/17415990600987965