Controlling the effect of chiral impurities on viedma ripening

René R E Steendam, Bram Harmsen, Hugo Meekes, Willem J P Van Enckevort, Bernard Kaptein, Richard M. Kellogg, Jan Raap, Floris P J T Rutjes, Elias Vlieg

Research output: Contribution to journalArticle

30 Citations (Scopus)

Abstract

Spontaneous symmetry breaking and chiral amplification by means of Viedma ripening by definition should result in complete deracemization of a racemic conglomerate into either one of the enantiomers with equal probability. In practice, however, chiral impurities influence Viedma ripening and one enantiomer is obtained in preference over the other. Here, we show that by increasing the attrition intensity during Viedma ripening, the effect of chiral impurities is suppressed and deracemization does yield either enantiomer with equal probability. The reason for this is that the resulting smaller crystals lead to such a low surface density of chiral impurities that they no longer inhibit the crystal growth sufficiently to determine the chiral outcome. Furthermore, we show that even for low attrition intensities, the effect of chiral impurities can be canceled by using the right amount (10 ppm) of chiral additives.

LanguageEnglish
Pages4776-4780
Number of pages5
JournalCrystal Growth and Design
Volume13
Issue number11
Early online date25 Sep 2013
DOIs
Publication statusPublished - 6 Nov 2013

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Enantiomers
enantiomers
Impurities
impurities
comminution
Crystallization
Crystal growth
Amplification
crystal growth
broken symmetry
Crystals
crystals

Keywords

  • attrition intensity
  • Viedma ripening
  • chiral impurities

Cite this

Steendam, R. R. E., Harmsen, B., Meekes, H., Van Enckevort, W. J. P., Kaptein, B., Kellogg, R. M., ... Vlieg, E. (2013). Controlling the effect of chiral impurities on viedma ripening. Crystal Growth and Design , 13(11), 4776-4780. https://doi.org/10.1021/cg400927m
Steendam, René R E ; Harmsen, Bram ; Meekes, Hugo ; Van Enckevort, Willem J P ; Kaptein, Bernard ; Kellogg, Richard M. ; Raap, Jan ; Rutjes, Floris P J T ; Vlieg, Elias. / Controlling the effect of chiral impurities on viedma ripening. In: Crystal Growth and Design . 2013 ; Vol. 13, No. 11. pp. 4776-4780.
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Steendam, RRE, Harmsen, B, Meekes, H, Van Enckevort, WJP, Kaptein, B, Kellogg, RM, Raap, J, Rutjes, FPJT & Vlieg, E 2013, 'Controlling the effect of chiral impurities on viedma ripening' Crystal Growth and Design , vol. 13, no. 11, pp. 4776-4780. https://doi.org/10.1021/cg400927m

Controlling the effect of chiral impurities on viedma ripening. / Steendam, René R E; Harmsen, Bram; Meekes, Hugo; Van Enckevort, Willem J P; Kaptein, Bernard; Kellogg, Richard M.; Raap, Jan; Rutjes, Floris P J T; Vlieg, Elias.

In: Crystal Growth and Design , Vol. 13, No. 11, 06.11.2013, p. 4776-4780.

Research output: Contribution to journalArticle

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T1 - Controlling the effect of chiral impurities on viedma ripening

AU - Steendam, René R E

AU - Harmsen, Bram

AU - Meekes, Hugo

AU - Van Enckevort, Willem J P

AU - Kaptein, Bernard

AU - Kellogg, Richard M.

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AU - Rutjes, Floris P J T

AU - Vlieg, Elias

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AB - Spontaneous symmetry breaking and chiral amplification by means of Viedma ripening by definition should result in complete deracemization of a racemic conglomerate into either one of the enantiomers with equal probability. In practice, however, chiral impurities influence Viedma ripening and one enantiomer is obtained in preference over the other. Here, we show that by increasing the attrition intensity during Viedma ripening, the effect of chiral impurities is suppressed and deracemization does yield either enantiomer with equal probability. The reason for this is that the resulting smaller crystals lead to such a low surface density of chiral impurities that they no longer inhibit the crystal growth sufficiently to determine the chiral outcome. Furthermore, we show that even for low attrition intensities, the effect of chiral impurities can be canceled by using the right amount (10 ppm) of chiral additives.

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Steendam RRE, Harmsen B, Meekes H, Van Enckevort WJP, Kaptein B, Kellogg RM et al. Controlling the effect of chiral impurities on viedma ripening. Crystal Growth and Design . 2013 Nov 6;13(11):4776-4780. https://doi.org/10.1021/cg400927m