NMR spectral analysis of strongly second‐order 6‐, 8‐, 9‐ and 10‐ spin‐systems (¹H─¹⁹F, ¹⁹F─¹⁹F, and ¹³C─¹⁹F) in perfluorotoluyl‐ and tetrafluoro‐pyridyl‐aromatics using the lineshape method ANATOLIA

Abstract

A simple to use nuclear magnetic resonance analysis method has been tested on complex 1 H, 19 F, and 13 C multiplets. This open-source line-shape analysis method analysis of total lineshape (ANATOLIA) 1 provides some significant advantages over traditional assign-iterate methods of NMR spectral analysis by avoiding false minima and progressing optimisation to the global minimum. The target molecules are 1-perfluorotol-4-yl-2-perfluorotol-4-yl-oxymethyl-1Hbenzimidazole (molecule-I) and 1-tetrafluoropyrid-4-yl-2-tetrafluoropyrid-4-ylthio-1H-benzimidazole (molecule-II) which were produced as part of a family of fluorinated drug scaffolds prepared for anticancer and antiparasitic screening. Spectra display significant second-order effects with 1 H Δδ = 3.68 and 4.67 Hz for the aromatic hydrogen "triplets", with 19 F 4 J AA' , 4 J BB' , 4 J XX' , and 4 J YY' coupling constants range from +4.8 to −14.0 Hz and for 13 C-isotopomers 19 F Δδ of up to 111.56 Hz.