Highly efficient chiral resolution of DL-arginine by cocrystal formation followed by recrystallization under preferential-enrichment conditions
| Title | Highly efficient chiral resolution of DL-arginine by cocrystal formation followed by recrystallization under preferential-enrichment conditions |
| Publication Type | Journal Article |
| Year of Publication | 2014 |
| Authors | Iwama, S, Kuyama, K, Mori, Y, Manoj, K, Gonnade, RG, Suzuki, K, Hughes, CE, P. Williams, A, Harris, KDM, Veesler, S, Takahashi, H, Tsue, H, Tamura, R |
| Journal | Chemistry-A European Journal |
| Volume | 20 |
| Issue | 33 |
| Pagination | 10343-10350 |
| Date Published | AUG |
| ISSN | 0947-6539 |
| Keywords | Amino acids, chiral resolution, cocrystals, Crystal growth, phase transitions |
| Abstract | An excellent chiral symmetry-breaking spontaneous enantiomeric resolution phenomenon, denoted preferential enrichment, was observed on recrystallization of the 1:1 cocrystal of dl-arginine and fumaric acid, which is classified as a racemic compound crystal with a high eutectic ee value (>95%), under non-equilibrium crystallization conditions. On the basis of temperature-controlled video microscopy and in situ time-resolved solid-state (CNMR)-C-13 spectroscopic studies on the crystallization process, a new mechanism of phase transition that can induce preferential enrichment is proposed. |
| DOI | 10.1002/chem.201402446 |
| Type of Journal (Indian or Foreign) | Foreign |
| Impact Factor (IF) | 6.35 |
Divison category:
Center for Material Characterization (CMC)