NMR detection of chirality and enantiopurity of amines by using benzene tricarboxamide-based hydrogelators as chiral solvating agents

作者：Jung Sung Ho; Kim Ka Young; Ahn Ahreum; Lee Shim Sung; Choi Myong Yong; Jaworski Justyn; Jung Jong Hwa

来源：New Journal of Chemistry, 2016, 40(9): 7917-7922.

DOI：10.1039/c6nj01543c

Enantiomeric excess of chiral compounds is a key parameter that can influence their activity or therapeutic action. Current approaches to the rapid measurement of enantiomeric excess using H-1 NMR is based on the formation of diastereomeric complexes between chiral analytes and a chiral host, leading to two species with no symmetry relationship. Here, we demonstrate that a gelator host system can provide a means to elicit distinct chemical shifts in the H-1 nuclear magnetic resonance (NMR) of a mixture of diamines or monoamines depending on the corresponding enantiomeric excess of the guest mixture of chiral amines. These gelator hosts provide a unique example of NMR based assessment of the chirality and enantiopurity of guest amines.

• 出版日期2016