On the effect of secondary nucleation on deracemization through temperature cycles
Cameli, Fabio and ter Horst, Joop H. and Steendam, René R. E. and Xiouras, Christos and Stefanidis, Georgios D. (2020) On the effect of secondary nucleation on deracemization through temperature cycles. Chemistry - A European Journal, 26 (6). pp. 1344-1354. ISSN 0947-6539 (https://doi.org/10.1002/chem.201904239)
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Abstract
Herein, the pivotal role of secondary nucleation in a crystallization-enhanced deracemization process is reported. During this process, complete and rapid deracemization of chiral conglomerate crystals of an isoindolinone is attained through fast microwave-assisted temperature cycling. A parametric study of the main factors that affect the occurrence of secondary nucleation in this process, namely agitation rate, suspension density, and solute supersaturation, confirms that an enhanced stereoselective secondary nucleation rate maximizes the deracemization rate. Analysis of the system during a single temperature cycle showed that, although stereoselective particle production during the crystallization stage leads to enantiomeric enrichment, undesired kinetic dissolution of smaller particles of the preferred enantiomer occurs during the dissolution step. Therefore, secondary nucleation is crucial for the enhancement of deracemization through temperature cycles and as such should be considered in further design and optimization of this process, as well as in other temperature cycling processes commonly applied in particle engineering.
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Item type: Article ID code: 71572 Dates: DateEvent27 January 2020Published20 November 2019Published Online20 November 2019AcceptedSubjects: Science > Chemistry Department: Faculty of Science > Strathclyde Institute of Pharmacy and Biomedical Sciences Depositing user: Pure Administrator Date deposited: 26 Feb 2020 11:36 Last modified: 06 Aug 2024 14:23 Related URLs: URI: https://strathprints.strath.ac.uk/id/eprint/71572