Crystal structure analysis of highly efficient chiral resolution of (RS)-arginine-fumaric acid cocrystal under preferential enrichment conditions
| Title | Crystal structure analysis of highly efficient chiral resolution of (RS)-arginine-fumaric acid cocrystal under preferential enrichment conditions |
| Publication Type | Journal Article |
| Year of Publication | 2021 |
| Authors | Manoj, K, Takahashi, H, Iwama, S, G. Gonnade, R, Tsue, H, Tamura, R |
| Journal | Journal of Molecular Structure |
| Volume | 1245 |
| Pagination | 131073 |
| Date Published | DEC |
| Type of Article | Article |
| ISSN | 0022-2860 |
| Keywords | Arginine, cocrystals, crystal structure, Enantiomeric resolution, preferential enrichment |
| Abstract | Two new hydrate cocrystals, (RS)-arginine-fumaric acid-H2O ( 2 ) and (S)-arginine-2 fumaric acid-H2O ( 3 ), were obtained by the slow evaporation of the saturated aqueous ethanol solution of a 1:1 mixture of S-enriched arginine (33% ee) and fumaric acid or (S)-arginine and fumaric acid, respectively. Cocrystals 2 and 3 possess an isostructural molecular organization containing homochiral 1D chains of arginine sim-ilar to that of the anhydrous cocrystal of (RS)-arginine-fumaric acid ( 1 ). The latter showed an efficient ``preferential enrichment (PE)'', a unique spontaneous enantiomeric resolution phenomenon by simple recrystallization from the highly supersaturated solution. The formation of unstable cocrystals 2 and 3 seems to have played a crucial role in the enrichment of arginine in the mother liquor under PE crystal-lization conditions. (c) 2021 Elsevier B.V. All rights reserved. |
| DOI | 10.1016/j.molstruc.2021.131073 |
| Type of Journal (Indian or Foreign) | Foreign |
| Impact Factor (IF) | 3.196 |
Divison category:
Physical and Materials Chemistry
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