Citation: Muhammad Sohail, Yao-Feng Wang, Shao-Xiang Wu, Wei Zeng, Ji-Yi Guo, Fu-Xue Chen. Non-superimposable mirror image crystals of enantiomers by spontaneous resolution and the chiral discrimination mechanism[J]. Chinese Chemical Letters, ;2013, 24(8): 695-698. shu

Non-superimposable mirror image crystals of enantiomers by spontaneous resolution and the chiral discrimination mechanism

1.
School of Chemical Engineering and the Environment, Beijing Institute of Technology, Beijing 100081, China

Corresponding author: Fu-Xue Chen,
Received Date: 2 March 2013
Available Online: 12 April 2013

Non-superimposablemirror image crystals of both enantiomers (S/R) of cyclic γ-alkenyl alcohol (2) have been recognized and remarkably identified by the naked eye. More interestingly, both crystals are an outcome of most astonishingly H-bond and intermolecular σ/π-π interactions. They accounted for the relatively rare and less predictable spontaneous resolution with optical purity >99% ee from the racemic mixture. The chiral discrimination mechanism of this spontaneous resolution has also been proposed.
- Spontaneous resolution,
- Preferential crystallization,
- Mirror images,
- Octahydrobenzofuran
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