1H and 13C NMR study of 2-substituted phenyl methyl sulphides

The H-1 and C-13 NMR spectra of seven 2-substituted phenyl methyl sulphides were measured and their chemical shifts assigned on the basis of two-dimensional NMR techniques such as H,H-COSY and C,H-COSY. The chemical shifts of these sulphides were correlated with the appropriate SCS values of monosubstituted benzenes. The influence of the variable substituent on the SCS values of the methylthio group at C-4 is explicable on the basis that the increased electronic repulsion and/or steric interaction between the 2-substituent and the methylthio group enhances the resonance interaction of the latter with the aromatic ring. Copyright (C) 2000 John Wiley & Sons, Ltd.