Diastereoselective encapsulation of tartaric acid by a helical aromatic oligoamide.
A helical aromatic oligoamide foldamer encapsulates tartaric acid with exceptional affinity, selectivity, and diastereoselectivity. The structure of the complex has been elucidated both in solution by NMR spectroscopy and in the solid state by X-ray crystallography, making it possible to rationalize the strong effects observed, particularly 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.
Ferrand
Yann
Y
Institut Européen de Chimie et Biologie, Université de Bordeaux-CNRS UMR5248 and UMS3033, 2 rue Robert Escarpit, 33607 Pessac, France.
Kendhale
Amol M
AM
Kauffmann
Brice
B
Grélard
Axelle
A
Marie
Cécile
C
Blot
Virginie
V
Pipelier
Muriel
M
Dubreuil
Didier
D
Huc
Ivan
I