Modeling diamagnetic and magnetooptic properties of organic compounds with the TOSS-MODE approach.

Abstract

The topological substructural molecular design (TOSS-MODE) approach is used to describe the diamagnetic susceptibility of organic compounds. Two data sets composed of 233 aliphatic and 85 aromatic compounds were studied for which good linear correlations were found. The contributions of many different structural fragments and atomic groups were computed by the current approach. The predictive ability of the models developed was tested by using external prediction sets of compounds of different classes than those used in training. A quantitative model based on the current approach was developed to compute the diamagnetic susceptibility exaltation of aromatic compounds, which is exemplified by the study of polycyclic aromatic hydrocarbons. The rotatory power of organic compounds in a magnetic field was also described by the TOSS-MODE approach. Good linear correlations were obtained for this property in aliphatic and aromatic compounds. The predictive abilities of the models found were tested by external prediction sets for which good correlations between calculated and experimental values are found.