1. Diastereoselective encapsulation of tartaric acid by a helical aromatic oligoamide
- Author
-
Ferrand, Yann, Kendhale, Amol M., Kauffmann, Brice, Grelard, Axelle, Marie, Cecile, Blot, Virginie, Pipelier, Muriel, Dubreuil, Didier, and Huc, Ivan
- Subjects
Amides -- Structure ,Amides -- Chemical properties ,Carboxylic acids -- Chemical properties ,Hydrogen bonding -- Analysis ,Nuclear magnetic resonance spectroscopy -- Usage ,X-ray crystallography -- Usage ,Chemistry - Abstract
Solution NMR spectroscopy and solid state X-ray crystallography was employed to understand the structure of the helical aromatic oligoamide foldamer which encapsulates tartaric acid with exceptional affinity, selectivity, and diastereoselectivity. The results provide insight into the role of hydrogen bonds between the hydroxyl and carboxylic acid groups of tartaric acid and the inner wall of the helically folded capsule which completely surrounds the guest and insulates it from the solvent.
- Published
- 2010