EFFECTS AND CONFORMATIONAL-ANALYSIS OF SOME SUBSTITUTED 2,3-DIPHENYL-1,3-THIAZOLIDIN-4-ONES

Substituents placed on the phenyl rings of 2,3-diphenyl-1,3-thiazolidi n-4-one affect the electron density surrounding both the methine proto n and the C(2) carbon, These changes are reflected in the differing ch emical shifts for these atoms relative to the parent compound, The oth er carbons in the heterocyclic ring appear to be similarly affected by substituents on the phenyl rings, Correlations for the effects of var ious substituents in both the 2- and 3-phenyl rings with the H-1 and C -13 chemical shifts for the aforementioned sites are discussed using b oth Hammett and Swain-Lupton dual parameter methods, A conformational analysis using ab initio calculations is in agreement with the observe d NMR data.