The synthesis of new thiosubstituted butadienes, butenynes and butatrienes

Ibis C., BEYAZİT N.

ARKIVOC, cilt.2010, ss.244-256, 2010 (SCI-Expanded, Scopus) identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 2010
  • Basım Tarihi: 2010
  • Doi Numarası: 10.3998/ark.5550190.0011.923
  • Dergi Adı: ARKIVOC
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Sayfa Sayıları: ss.244-256
  • Hatay Mustafa Kemal Üniversitesi Adresli: Evet

Özet

By treatment of the pentachlorobutadiene 1 and of the tetrachlorobromobutadiene 9 with thiolates in ethanol, a very fast and extensive replacement of chlorine was observed even at room temperature. The reaction of 1 with three molar equivalents of thiolates lead to butadienes with two, three, four and five organylthio groups. Tris(thio)-substituted butadienes 3a-c tetrakis (thio)-substituted butadiene 4a were treated with potassium tert-butoxide to form tris(thio)substituted butatrienyl halide compounds 12a-c and tetrakis(thio)-substituted butatriene 14a, respectively. The butatrienyl halides 12a-c obtained partly isomerizes to give butenynes 13a-c at room temperature and without catalyst.