Chiral chromatography and multivariate quantitative structure-property relationships of benzimidazole sulphoxides

✍ Scribed by Patrick Camilleri; David J. Livingstone; José A. Murphy; David T. Manallack

• Book ID: 104639187
• Publisher: Springer Netherlands
• Year: 1993
• Tongue: English
• Weight: 473 KB
• Volume: 7
• Category: Article
• ISSN: 0920-654X
• DOI: 10.1007/bf00141575

✦ Synopsis

Various benzimidazole sulphoxides were chirally resolved employing an amylase-based chiral stationary phase. The structure-property relationships of these compounds were investigated using calculated physicochemical properties, molecular modelling and multivariate statistical techniques. A data set of 254 molecular descriptors was used to represent the series of compounds. Analysis of the data set using principal components analysis and non-linear mapping suggested that the separation factor of each enantiomeric pair was associated with nine molecular properties and, in particular, molar refractivity of the Z substituent and the partial charge of atom 6. The separation factor of a sulphoxide not used in the analysis was well predicted thus suggesting that these models may be used to generalize.