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Identifying a Hidden Conglomerate Chiral Pool in the CSD
Mark P Walsh1, James A Barclay1, Callum S Begg1
1Department of Chemistry Durham University, Lower Mount Joy, South Rd, DurhamDH1 3LE, United Kingdom.
Conglomerate crystallization, the spontaneous formation of pure enantiomer crystals from mixed sources, is key to understanding molecular chirality. A new curated list of over 1800 chiral compounds capable of this phenomenon offers a novel chiral pool.
Area of Science:
- Crystallography
- Organic Chemistry
- Chirality Studies
Background:
- Conglomerate crystallization is the spontaneous resolution of racemic mixtures into enantioenriched crystals.
- This phenomenon is crucial for understanding molecular chirality but remains largely undocumented.
- Existing databases do not readily identify conglomerate crystallization, hindering research.
Purpose of the Study:
- To curate a comprehensive list of chiral organic molecules that exhibit conglomerate crystallization.
- To address the lack of accessible data on this crystallographic behavior.
- To propose a new, non-biological chiral pool derived from conglomerate crystallizing compounds.
Main Methods:
- Manual searching of the Cambridge Structural Database (CSD) and scientific literature.
- Inspection of published synthetic routes to identify racemic mixtures capable of spontaneous resolution.
- Curation of a list of over 1800 chiral species exhibiting conglomerate crystallization.
Main Results:
- A curated list of over 1800 chiral species capable of conglomerate crystallization was compiled.
- The study reveals that synthetic chemists frequently produce but rarely acknowledge this phenomenon.
- The identified compounds represent a significant, previously unrecognized chiral pool.
Conclusions:
- Conglomerate crystallization is a widespread phenomenon in organic chemistry, yet it is underreported.
- The curated list provides a valuable resource for researchers in chiral chemistry and materials science.
- This new chiral pool, derived from synthetic compounds, offers an alternative to biologically sourced chiral materials.
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