Exploring the Crystal Landscape of Mandelamide and Chiral Resolution via Cocrystallization
The crystal structures of (±)-mandelamide, <i>S</i>-mandelamide, and enantioenriched mandelamide (94 <i>S</i> : 6 <i>R</i>) were determined. Diastereomeric cocrystal pairs of <i>S</i>-mandelamide with both enantiomers of mandelic acid and proline were synthesized. The diastereomeric cocrystal pairs of <i>S</i>-mandelamide with <i>S</i>/<i>R</i>-mandelic acid form 1:1 cocrystals in each case, while the diastereomeric cocrystal pairs of <i>S</i>-mandelamide with proline have different stoichiometries. Preliminary investigation of this diastereomeric cocrystal system for chiral resolution shows promise.
Authors
- Deirbhile Fitzgerald
- Anita R. Maguire (ORCID: https://orcid.org/0000-0001-8306-1893)
- Shan Huang (ORCID: https://orcid.org/0000-0002-2521-4107)
- Simon E. Lawrence (ORCID: https://orcid.org/0000-0001-9430-7983)
- Stuart G. Collins (ORCID: https://orcid.org/0000-0002-3110-1037)
- Samuel A. Koledoye
Institutions
- University College Cork (IE)
- Analytical Engineering (United States) (US)
- Department of Physics, Mathematics and Informatics (BY)
Publication Details
- Journal
- Crystal Growth & Design
- Published
- 2024-12-10
- DOI
- https://doi.org/10.1021/acs.cgd.3c01513
- Citations
- 4
- Primary Topic
- Crystallization and Solubility Studies
- Type
- article
- Field-Weighted Citation Impact
- 0.47
Funders
- Science Foundation Ireland
- Irish Research Council