Related Experiment Video
Updated: Sep 20, 2026

Preparation of Enantiopure Non-Activated Aziridines and Synthesis of Biemamide B, D, and epiallo-Isomuscarine
Published on: June 13, 2022
Facile resolution of racemic terbutaline and a study of molecular recognition through chiral supramolecules based on
Jian Liao1, Xiaohua Peng, Juhua Zhang
1Union Laboratory of Asymmetric Synthesis, Chengdu Institute of Organic Chemistry, Chinese Academy of Sciences, Chengdu, 610041, China.
Abstract:
An effective resolving agent, (2S, 3S)-di-O-(p-toluoyl) tartaric acid(4), was screened using a 'family' approach to yield direct resolution of (R)-terbutaline (1) with high optical purity and yield. Molecular recognition was studied by X-ray crystallographic analyses of the single crystals of the pair of diastereomeric salts. The more-soluble salt formed a sheet supramolecular structure, and the less-soluble salt formed a columnar supramolecular structure by enantiodifferentiating self-assembly. The water molecule plays an important role during optical resolution, and makes the supramolecular structure of the less-soluble salt more thermodynamically stable than that of the more-soluble salt. Solvent system has little influence on the resolution.
More Related Videos
Related Concept Videos
Racemic Mixtures and the Resolution of Enantiomers
Prochirality
Properties of Enantiomers and Optical Activity
Molecules with Multiple Chiral Centers
Chirality at Nitrogen, Phosphorus, and Sulfur
A consequence of chirality is the need for enantiomeric resolution. While this is theoretically possible for all...
Radical Halogenation: Stereochemistry
Halogenation to form a new chiral center:

