Automated determination of chemical functionalisation addition routes based on magnetic susceptibility and nucleus independent chemical shifts

Abstract

We present a modified version of our previously reported meta-code SACHA, for systematic analysis of chemical addition. The code automates the generation of structures, running of quantum chemical codes, and selection of preferential isomers based on chosen selection rules. While the selection rules for the previous version were based on the total system energy, predicting purely thermodynamic addition patterns, we examine here the possibility of using other system parameters, notably magnetic susceptibility as a descriptor of global aromaticity, and nucleus independent chemical shifts (NICS) as local aromaticity descriptor.