Spectroscopic and structural aspects of the reactions of 1,4-quinones with sulfur and nitrogen nucleophiles

Bayrak N., Tuyun A. F., Yildirim H., Onul N.

COMPTES RENDUS CHIMIE, cilt.17, sa.6, ss.563-569, 2014 (SCI-Expanded) identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 17 Sayı: 6
  • Basım Tarihi: 2014
  • Doi Numarası: 10.1016/j.crci.2013.10.022
  • Dergi Adı: COMPTES RENDUS CHIMIE
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus, Index Chemicus (IC)
  • Sayfa Sayıları: ss.563-569
  • Anahtar Kelimeler: Substituted 1,4-quinones, Thiols, Amines, Nucleophiles, Chloranil, BIOLOGICAL EVALUATION, TETRAKIS(THIO)-SUBSTITUTED QUINONES, ELECTRON-TRANSFER, P-CHLORANIL, ANTIFUNGAL, ANTIBACTERIAL, DERIVATIVES, INHIBITION, COMPLEXES, CANCER
  • İstanbul Üniversitesi Adresli: Evet

Özet

A series of 1,4-benzoquinone derivatives from 2,5-dichloro-3,6-diethoxy-1,4-benzoquinone and 2,6-dichloro-3,5-diethoxy-1,4-benzoquinone were prepared by nucleophilic substitution reactions of sulfur and nitrogen nucleophiles. Spectral techniques (H-1 NMR, C-13 NMR, FT-IR, and LC-MS) were employed to structurally characterize the reaction products of alkoxy, chloro substituted-1,4-benzoquinones with thiols and amines in the presence of sodium carbonate in ethanol at room temperature. The orientations and the regioselectivity of the reactions of alkoxy, chloro substituted-1,4-benzoquinones with various thiol and amine nucleophiles are discussed. (C) 2013 Academie des sciences. Published by Elsevier Masson SAS. All rights reserved.