Practical Role of Racemization Rates in Deracemization Kinetics and Process Productivities

Herein, we report the chiral symmetry breaking of 2-methoxy-1-naphthamide atropisomers through temperature cycling without the use of any racemization reagent. The racemization rate (k 1) controls the deracemization process when the cooling of the slurry is slow enough to keep the system close to eq...

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Bibliographic Details
Published in:Crystal growth & design 2018-11, Vol.18 (11), p.6417-6420
Main Authors: Oketani, Ryusei, Hoquante, Marine, Brandel, Clément, Cardinael, Pascal, Coquerel, Gérard
Format: Article
Language:English
Subjects:
Chemical Sciences
Cristallography
Engineering Sciences
Inorganic chemistry
Materials
Organic chemistry
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Summary:Herein, we report the chiral symmetry breaking of 2-methoxy-1-naphthamide atropisomers through temperature cycling without the use of any racemization reagent. The racemization rate (k 1) controls the deracemization process when the cooling of the slurry is slow enough to keep the system close to equilibrium. The productivity appears proportional to the racemization rate (k 1) multiplied by the solubility.
ISSN:1528-7483
1528-7505
DOI:10.1021/acs.cgd.8b01263