Configurational assignment of diastereoisomeric 2-hetero-substituted sulphoxides by application of multivariate analysis methods to their nuclear magnetic resonance parameters

Abstract

Multivariate analysis methods (principal component analysis, discriminant analysis, and SIMCA) have been applied to the ¹H n.m.r. parameters of acyclic 2-hetero-substituted sulphoxides, in order to establish their relative configurations, with satisfactory results. These methods are quicker and probably also more accurate than previous methods based on a complex conformational study. The results indicate that chemical shifts can be accurately correlated with the relative configurations of the substrates; however this relationship is not overt and is impossible to derive directly.