A measure of the solid-solution extent useful for crystallisation resolution studies

Tetrahedron Letters

Volumn 48, Issue 5, 2007, Pages 869-872

  McCague, Raymond ^a  

^a McCague Scientific Consulting   (United Kingdom)

Author keywords

[No Author keywords available]

Indexed keywords

ARTICLE; ASYMMETRIC SYNTHESIS; CALCULATION; CHEMICAL COMPOSITION; CRYSTAL; CRYSTALLIZATION; DIASTEREOISOMER; LIQUID; MATHEMATICAL ANALYSIS; MEASUREMENT; PARTITION COEFFICIENT; PREDICTION; RACEMIC MIXTURE; REACTION ANALYSIS;

EID: 33845984972     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2006.11.131     Document Type: Article

References (16)

1. Breuer M., Ditrich K., Habicher T., Hauer B., Keßeler M., Sturmer R., and Zelinski T. Angew. Chem., Int. Ed. 43 (2004) 788-824
2. Jacques J., Collet A., and Wilen S.H. Enantiomers, Racemates and Resolutions (1981), Krieger, Malabar reprinted 1994; pp 104-131, 299-301
3. The use of D herein for 'Distribution' should not be confused with its use as a diffusion coefficient in kinetics studies.
4. C values. Beckmann W., and Lorenz H. Chem. Eng. Technol. 29 (2006) 226-232
5. L · (1 - D) + D) .
6. Leclercq M., and Jacques J. Bull. Soc. Chim. Fr. (1975) 2052-2056 The experimental figures used are measured from the ternary phase diagram therein
7. See the Supplementary data for the derivation of equations.
8. C, 1 - R) .
9. C has been ignored in plotting Figure 2 but not Figure 3.
10. The complete diagram of Figure 3 will range from -100% to +100% de; however the diagram is semi-symmetric by a 180° rotation such that at a given yield the crystal de corresponds to that of minus the liquor de from minus the starting de.
11. 0 = 0%.
12. Fogassy E., Lopata A., Faigl F., Darvas F., Acs M., and Toke A.L. Tetrahedron Lett. 21 (1980) 647-650
13. L, which gives D as the ratio of solubilities.
14. Ferreira F.C., Ghazali N.F., Cocchini U., and Livingston A.G. Tetrahedron: Asymmetry 17 (2006) 1337-1348
15. Smith A.A., McKay B., Damen E.W.P., Darphorn-Hooijschuur S., Ras E.-J., and Verspui G. Org. Process Res. Dev. 10 (2006) 1132-1143
16. The thermodynamics of solid solutions involving various enthalpic and entropic contributions is complex and several different types of solid solution may be characterised. A treatment of solid-solution thermodynamics as applied in the field of mineralogy is given in. Ganguly J. EMU Notes Mineral. 3 (2001) 37-69 Chapter 3