DOI QR코드

DOI QR Code

Reactions of Thioxanthylium Ion with Organomercurials

  • Shin, Dong-Myung (Department of Chemistry, College of Natural Sciences, Seoul National University) ;
  • Kim, Kyong-Tae (Department of Chemistry, College of Natural Sciences, Seoul National University)
  • 발행 : 1981.09.30

초록

Reactions of thioxanthylium ion with dimethyl-, dibenzyl-, diisopropyl-, and diphenylmercury in the air gave 9,9'-methylenedithioxanthene, 9-benzylthioxanthene, 9-acetonylthioxanthene, and 9-phenylthioxanthene, respectively, as a 9-substituted thioxanthene. In contrast with reactions with aromatics with an electron-donating group, large amount of thioxanthene and thioxanthone were obtained. However, only trace amounts of thioxanthene and thioxanthone were obtained from the reaction with dibenzylmercury under nitrogen atmosphere. In order to explain these reactions, one electron transfer between thioxanthylium ion and organomercurials was proposed.

키워드

참고문헌

  1. J. Org. Chem. v.31 H. J. Shine;L. Hughes
  2. J. Amer. Chem. Soc. v.98 J. Y. Chen;H. C. Gardner;J. K. Kochi
  3. Private communication H. J. Shine
  4. Free Radicals v.1 J. K. Kochi;J. K. Kochi(ed.)
  5. J. Amer. Chem. Soc. v.85 C. C. Price;M. Hori;T. Parasaran;M. Polk
  6. J. Org. Chem. v.36 C. C. Price;M. Siskin;C. K. Miro
  7. Chem. Pharm. Bull. v.21 M. Hori;T. Kataoka;Y. Asahi;E. Mizuta
  8. J. Korean Chem. Soc. v.24 no.1 K. Kim
  9. Tetrahedron Lett. W. Rundell;K. Scheffer
  10. Organometallic Reaction Mechanisms of the Nontransition Elements D. S. Matteson
  11. Electrophilic substitution in Organomercurials F. R. Jensen;B. Rickborn
  12. Comprehensive Chemical Kinetics v.12 M. H. Abraham;C. H. Bamford(ed.);C. F. H. Tipper(ed.)