Synthesis, structural, and spectral studies of N,N '-bis(5-methylsalicylidene)-2,2 '-diamino-4-4 '-di-(trifloromethyl)-diphenyl disulfide

Ancin N., Celik O., Oeztas S. G., Ide S.

STRUCTURAL CHEMISTRY, vol.18, no.3, pp.347-352, 2007 (SCI-Expanded) identifier identifier

  • Publication Type: Article / Article
  • Volume: 18 Issue: 3
  • Publication Date: 2007
  • Doi Number: 10.1007/s11224-007-9157-y
  • Journal Name: STRUCTURAL CHEMISTRY
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Page Numbers: pp.347-352
  • Hacettepe University Affiliated: Yes

Abstract

A new disulfide compound N,N'-bis-(5-methylsalicylidene)-2,2'-diamino-4-4'-di-(trifloromethyl)diphenyl disulfide (C30H22F6N2O2S2) was prepared and characterized by H-1-NMR, IR, mass spectroscopy, and single-crystal X-ray diffraction. Spectroscopic assignments and the crystallographic results indicate the predominance of the phenol-imine tautomeric form. [For example, N=C double bonds 1.274(9)angstrom and 1.275(9)angstrom, two very close hydrogen peaks to the atomic positions of O atoms in difference Fourier map and two strong intramolecular hydrogen bonds (O-H center dot center dot center dot N) with O center dot center dot center dot N distances of 2.611(10) and 2. 613(8) angstrom strongly indicate that this tautomeric form is preferred]. The strong effect of the para CF3 groups in the molecular and crystallographic arrangement was attributed to the electronegativity of the CF3 groups.