Concepedia

A New Hydrogen-Bonding Motif for Chiral Recognition in the Diastereomeric Salts of Racemic 1-Phenylethylamine Derivatives with Enantiopure <i>O</i>-Ethyl Phenylphosphonothioic Acid

Yuka Kobayashi, F. Morisawa, Kazuhiko Saigo

Organic Letters · 2004 · 24 citations · 13 references

DOI

Concepts

Abstract

An enantiopure phosphonothioic acid showed a unique and superior chiral recognition ability, arising from its P-stereogenicity, for racemic 1-phenylethylamine derivatives through diastereomeric crystallization. Spherical molecular clusters, associated by hydrogen bonds and CH/pi interactions, aggregated with high symmetry in the less-soluble diastereomeric salts.

References

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