Dynamic Effects in Intramolecular Schmidt Reactions: Entropy, Electrostatic Drag, and Selectivity Prediction

Electrostatic drag in the intramolecular Schmidt reactions of azidopropylcyclohexanones is characterized using density functional theory (DFT) calculations and direct dynamics simulations. Despite resulting from enthalpically favorable interactions, electrostatic drag slows down N-2 loss during formation of bridged lactam products, an effect with implications for controlling product selectivity.

Automated summary

Electrostatic drag in the intramolecular Schmidt reactions of azidopropylcyclohexanones is characterized using density functional theory (DFT) calculations and direct dynamics simulations. Despite enthalpically favorable interactions, electrostatic drag slows down N-2 loss during the formation of bridged lactam products, which has implications for controlling product selectivity.