Synthesis, Crystallographic and Spectral Studies of 3-(4-(Phenylamino) Phenylamino)Cyclohex-2-Enone

TIMUR M., Kavak G., ŞENÖZ H., İDE S., TUNOĞLU N.

JOURNAL OF CHEMICAL CRYSTALLOGRAPHY, vol.40, no.4, pp.376-380, 2010 (SCI-Expanded, Scopus) identifier identifier

  • Publication Type: Article / Article
  • Volume: 40 Issue: 4
  • Publication Date: 2010
  • Doi Number: 10.1007/s10870-009-9664-3
  • Journal Name: JOURNAL OF CHEMICAL CRYSTALLOGRAPHY
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Page Numbers: pp.376-380
  • Hacettepe University Affiliated: Yes

Abstract

The title compound, 3-(4-(phenylamino)phenylamino)cyclohex-2-enone, beta- enaminone of 1,3-cyclohexanedione and p-amino diphenylamine (C18H18N2O) was prepared and characterized by H-1-NMR, C-13-NMR, Elemental analysis and IR spectroscopy as well as single crystal X-ray diffraction. These results indicate the predominance of the keto-enol tautomerism. Molecular conformation around the central disubstituted benzene ring is affected by the tautomerism and two steric effects between side molecular groups and mono substituted benzene ring. Electron delocalizations due to these effects have been observed in the molecular structure, the structure being stabilized by some intermolecular hydrogen bonds.