Synthesis, characterization of N-, S-, O-substituted naphtho-and benzoquinones and a structural study

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Ibis C., Deniz N. G.

JOURNAL OF CHEMICAL SCIENCES, vol.124, no.3, pp.657-667, 2012 (SCI-Expanded, Scopus) identifier identifier

  • Publication Type: Article / Article
  • Volume: 124 Issue: 3
  • Publication Date: 2012
  • Doi Number: 10.1007/s12039-012-0252-2
  • Journal Name: JOURNAL OF CHEMICAL SCIENCES
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Page Numbers: pp.657-667
  • Keywords: 1,4-Naphthoquinone, p-chloranil, fluorescence spectroscopy, cyclic voltametry, X-ray diffraction, SPECTRAL PROPERTIES, DERIVATIVES, OXIDATION
  • Open Archive Collection: AVESIS Open Access Collection
  • Istanbul University-Cerrahpasa Affiliated: No

Abstract

The new series of 'N-, S-, O-substituted 1,4-naphthoquinone and S-, O-substituted 1,4-benzoquinone compounds were synthesized via vinylic substitution. Compounds 3 and 4 were synthesized from the reaction of 1 with 2. Compounds 6, 7 and 8 were synthesized from reaction of 1 with 5. Compounds 10 and 11 were obtained from the reaction of 1 with 9. Compounds 13 and 14 were synthesized from the reaction of 1 with 12. Compounds 16 and 17 were obtained from the reaction of 15 with 2. Photochemical and electrochemical properties of N-, S-, O-substituted quninone compounds were determined by using fluorescence spectroscopy and cyclic voltammetry. Crystal structure of 2-(7-sulphanyl-4-methyl-coumarinyl)-3-(1-ethoxy)-1,4-naphthoquinone 13 was determined by X-ray diffraction method.