Use of Conglomerate Mixed Crystals to Deracemize a Stable Racemic-Compound-Forming System
Clément Pinètre1, François-Xavier Gendron1, Reiko Kuroda2
1Laboratoire SMS-UR3233, Univ Rouen Normandie, F-76000, Rouen, France.
Chemistry (Weinheim an Der Bergstrasse, Germany)
|March 10, 2023
Summary
This study introduces a novel method for separating enantiomers in racemic compounds. Temperature cycling of mixed crystals enables deracemization, offering a new resolution technique for chiral compounds.
Area of Science:
- Chirality and Stereochemistry
- Crystallization Science
- Organic Chemistry
Background:
- Racemic compounds present a challenge in chiral resolution.
- Existing methods are often insufficient for systems forming stable racemic compounds.
Purpose of the Study:
- To demonstrate a new deracemization strategy for systems forming stable racemic compounds.
- To provide an alternative resolution method for challenging chiral systems.
Main Methods:
- Investigating systems capable of forming both racemic compounds and conglomerates.
- Utilizing syncrystallization in mirror-related partial solid solutions.
- Applying temperature-cycling-induced deracemization to mixed crystals.
Main Results:
- Successfully demonstrated deracemization of racemic mixtures.
- Achieved access to single enantiomers from systems previously difficult to resolve.
- Validated the method with three distinct examples.
Conclusions:
- Temperature-cycling-induced deracemization is a viable strategy for systems forming stable racemic compounds.
- This approach expands the toolkit for chiral resolution.
- Syncrystallization in partial solid solutions is key to this deracemization process.
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