Exploring the crystal landscape of mandelamide and chiral resolution via cocrystallization
Loading...
Files
Date
2025
Authors
Huang, Shan
Fitzgerald, Deirbhile
Koledoye, Samuel A.
Collins, Stuart G.
Maguire, Anita R.
Lawrence, Simon E.
Journal Title
Journal ISSN
Volume Title
Publisher
American Chemical Society
Published Version
Abstract
The crystal structures of (±)-mandelamide, S-mandelamide, and enantioenriched mandelamide (94 S : 6 R) were determined. Diastereomeric cocrystal pairs of S-mandelamide with both enantiomers of mandelic acid and proline were synthesized. The diastereomeric cocrystal pairs of S-mandelamide with S/R-mandelic acid form 1:1 cocrystals in each case, while the diastereomeric cocrystal pairs of S-mandelamide with proline have different stoichiometries. Preliminary investigation of this diastereomeric cocrystal system for chiral resolution shows promise.
Description
Keywords
Crystal structure , Crystallization , Diffraction , Molecules , Noncovalent interactions
Citation
Huang, S., Fitzgerald, D., Koledoye, S.A., Collins, S.G., Maguire, A.R. and Lawrence, S.E. (2025) ‘Exploring the crystal landscape of mandelamide and chiral resolution via cocrystallization’, Crystal Growth & Design, 25(1), pp. 1–12. https://doi.org/10.1021/acs.cgd.3c01513