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Review
. 2022 Feb;34(2):253-294.
doi: 10.1002/chir.23372. Epub 2021 Nov 15.

Chiral organic stereochemistry: Chiral HPLC, chiral auxiliaries, CD spectroscopy, X-ray crystallography, and light-powered chiral molecular motors

Nobuyuki Harada  1
Affiliations
Review

Chiral organic stereochemistry: Chiral HPLC, chiral auxiliaries, CD spectroscopy, X-ray crystallography, and light-powered chiral molecular motors

Nobuyuki Harada. Chirality. 2022 Feb.

Abstract

In the studies of chiral organic stereochemistry, it is important to use enantiopure compounds. For this purpose, the chiral HPLC (High-Pressure Liquid Chromatography) columns containing chiral stationary phases were invented by Y. Okamoto and coworkers for enantio-separating various racemic compounds. In addition, the use of chiral auxiliaries is also useful for preparing enantiopure compounds and also for determining their absolute configurations, where covalent-bonded diastereomers are separated by HPLC on silica gel. In this review article, these HPLC methods will be discussed together with the applications to some interesting organic compounds including light-powered chiral molecular motors.

Keywords: (+)-poly(triphenylmethyl methacrylate); (R)-(−)-2-methoxy-2-(1-naphthyl)propionic acid (MαNP acid); (−)-camphor-sultam dichlorophthalic acid (CSDP acid); 1H NMR diamagnetic anisotropy method; CD exciton chirality method; cellulose tris(3,5-dimethylphenylcarbamate); π-Electron SCF-CI-DV MO method.

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References

REFERENCES

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