1H NMR chemical shifts of some DMSO-solvated amines using MD-ONIOM2

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MD-ONIOM2 has been previously used to model nevirapine in the polar solvent DMSO, accurately predicting the 1H NMR chemical shifts of all the protons, including the acidic amine proton that suffers significant deshielding due to hydrogen bonding. In this work, MD-ONIOM2 is shown to be a more generally applicable model by predicting the NMR shifts of four amines in DMSO solution with acceptable accuracy. The solutes N-methylaninline and valerolactam with a single acidic proton, and aniline and acetamide with two acidic protons were used, and the NMR predictions compared to experimental values. Gas-phase models and IEFPCM are shown to not predict the acidic proton shifts well in comparison to MD-ONIOM2.