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Resolution of conglomerates by stereoselective habit modifications

Abstract

A method for resolution of conglomerates, based on morphological differences between the enantiomorphic crystals induced by tailor-made resolved impurities is described. The relationship between the crystal structure of the affected enantiomorph and the stereochemistry of the added impurity is analysed in the systems glutamic acid. HCl, asparagine. H2O and threonine in the presence of L- or D-amino acids, and it is found that the additive binds stereoselectively at the surface of the enantiomer of the same absolute configuration, occupying the same site of the amino acid groups of the host molecule. The modified side chains perturb in a second stage the regular growth of the crystal in the directions along which the side chains of the host are hydrogen bonded.

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Addadi, L., Berkovitch-Yellin, Z., Domb, N. et al. Resolution of conglomerates by stereoselective habit modifications. Nature 296, 21–26 (1982). https://doi.org/10.1038/296021a0

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