Analysis of 13C NMR Substituent Chemical Shifts in Some (Aryl)(2-nitrobenzothiophen-3-yl)amines: a New Class of Compounds with Analgesic, Anti-Exudative and Anti-Inflammatory Activities Showing Low Mutagenicity

Article abstract of DOI:10.1002/mrc.1260331108

The 13C NMR chemical shift values of (aryl)(2-nitrobenzothiophen-3-yl)amines were measured in DMSO-d6 solutions, suggesting the occurrence of an alternate charge polarization at C-3, C-2, C-3a, C-7a, C-4 and C-5.A dual substituent parameter analysis of the experimental data indicates a large or a low resonance contribution for aryl para and meta substituents, respectively, while the inductive component remains constant throughout. - Keywords: 13C NMR; substituent chemical shifts; anilines; (aryl)(2-nitrobenzothiophen-3-yl)amines; alternate charge polarization