The Vinylic S-N Reactions of Nitrodienes with Heteroatom-Substituted Nuchleophilies and Their Structural Studies

Deniz N. G., Ibis C.

HETEROATOM CHEMISTRY, cilt.26, sa.1, ss.51-62, 2015 (SCI-Expanded) identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 26 Sayı: 1
  • Basım Tarihi: 2015
  • Doi Numarası: 10.1002/hc.21210
  • Dergi Adı: HETEROATOM CHEMISTRY
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Sayfa Sayıları: ss.51-62
  • İstanbul Üniversitesi Adresli: Evet

Özet

Herein, we report the reactions of 1,1,2,4,4-pentachloro-3-nitro-1,3-butadiene 1a and (1Z)-1-bromo-1,2,4,4-tetrachloro-3-nitro-1,3-butadiene 1b with nitrogen- and sulfur-containing nucleophiles to obtain highly functionalized S-, S,S-, S,S,S-, S,O- and N,S-substituted-polyhalodiene-3-nitro-1,3-butadiene derivatives. Most of these reactions turned out to be highly selective with good to very good yields. All new compounds have been characterized by nuclear magnetic resonance spectroscopy, mass spectrometry, and Fourier transform infrared spectroscopy spectroscopic data. The molecular structures of the 3a and 21a due to its exceptional substitution pattern were evidenced by the X-ray single-crystal diffraction method.