On the search of the influence of substituents in the structural and vibrational properties of p -substituted sulfinylanilines: study of p -trifluoromethylsulfinylaniline

CUTIN, EDGARDO H.; OBERHAMMER, HEINZ; ÁLVAREZ, ROSA M.S.; ÁLVAREZ, ROSA M.S.; CHEMES, DOLY M.; ROBLES, NORMA L.; CHEMES, DOLY M.; ROBLES, NORMA L.; CUTIN, EDGARDO H.; OBERHAMMER, HEINZ

JOURNAL OF FLUORINE CHEMISTRY

ELSEVIER SCIENCE SA

Año: 2018 vol. 210 p. 94 - 101

0022-1139

The study of substitution effects on the structural and vibrational properties of para substituted sulfinylanilines proceeds a step forward with the study of p-trifluoromethylsulfinylaniline, synthesized and characterized by NMR, Raman, FTIR and mass spectra. The experimental spectra were compared and analyzed taking into account theoretical spectra obtained with quantum chemical calculations at different levels of theory. The spectroscopic results reveal the presence of a single form of this molecule which, according to the calculated molecular structure, possesses the NSO group coplanar with the ring plane. In addition, the syn conformation of the NSO group is also derived from both, experimental and theoretical data. The presence of the CF3 group in the para position of the aromatic ring influences the properties of the N=S=O group, with the N=S bond more strongly affected than the S=O bond compared to results reported for other para substituted sulfinylanilines.