Abstract
As one of the basic attributes of nature and the universe, chirality is valuable in biology, medicine, and materials science. However, enantiomer resolution remains a long-standing challenge. Herein, a novel surfactant for resolution of racemic compound with high performance has been outlined. Firstly, we synthesized a chiral surfactant and its chiral recognition ability to L-Alanine molecules was confirmed. Subsequently, the solid–liquid equilibrium curves were used to design the resolution route. The synthesized surfactant was further utilized to intensify the crystallization process of the racemic compound, resulting in a remarkable increase of L-Alanine products’ ee values from 0% to 99%. Finally, quantum chemical calculations and molecular dynamics simulations were employed to uncover the stereoselectivity recognition mechanism of surfactant to L-Alanine molecules. Overall, we propose a new idea for direct crystallization resolution of racemic Alanine by chiral surfactants that differs from the “rule of reversal”, which is highly attractive for chiral resolution.
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