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Spontaneous Deracemizations.
Thomas Buhse1, José-Manuel Cruz2, María E Noble-Terán1
1Centro de Investigaciones Químicas-IICBA, Universidad Autónoma del Estado de Morelos, Avenida Universidad 1001, 62209 Cuernavaca, Morelos Mexico.
Chemical Reviews
|January 19, 2021
Summary
Spontaneous deracemization uses energy input to transform achiral substances into enantioenriched forms without chiral catalysts. This review highlights recent advancements and requirements for these fascinating chemical transformations.
Area of Science:
- Chirality Research
- Physical Organic Chemistry
- Crystallography
Background:
- Spontaneous deracemization converts achiral or racemic compounds into enantioenriched states without chiral inducers.
- Key examples include the Soai reaction and Viedma deracemization, driven by various energy inputs.
Purpose of the Study:
- To review recent developments in spontaneous deracemization processes.
- To explore the physicochemical origins and symmetry requirements governing these transformations.
Main Methods:
- Literature review of spontaneous deracemization studies.
- Analysis of thermodynamic constraints and structural features.
- Compilation of compounds yielding conglomerate crystals.
Main Results:
- Diverse deracemization methods reported, including solutions, mesophases, and conglomerate crystallizations.
- Structural features alone are insufficient to explain spontaneous deracemizations; thermodynamic constraints are crucial.
- A list of accessible compounds forming conglomerate crystals is provided to stimulate new research.
Conclusions:
- Spontaneous deracemization is a complex field requiring interdisciplinary approaches.
- Understanding the physicochemical basis and symmetry is key to designing new deracemization strategies.
- Further experimental work on suitable compounds is encouraged to advance the field.
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