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

CHEMES, DOLY M.; CUTIN, EDGARDO H.; ÁLVAREZ, ROSA M.S.; ROBLES, NORMA L.; 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 sulfinylanilinesproceeds a step forward with the study of p-trifluoromethylsulfinylaniline, synthesized and characterized byNMR, Raman, FTIR and mass spectra. The experimental spectra were compared and analyzed taking into accounttheoretical spectra obtained with quantum chemical calculations at different levels of theory. The spectroscopicresults reveal the presence of a single form of this molecule which, according to the calculated molecularstructure, possesses the NSO group coplanar with the ring plane. In addition, the syn conformation of theNSO group is also derived from both, experimental and theoretical data. The presence of the CF3 group in thepara position of the aromatic ring influences the properties of the N]S]O group, with the N]S bond morestrongly affected than the S]O bond compared to results reported for other para substituted sulfinylanilines.