| Article ID | Journal | Published Year | Pages | File Type |
|---|---|---|---|---|
| 1388162 | Carbohydrate Research | 2016 | 8 Pages |
•A convergent template assisted synthesis of sugar-based chiral macrocycles has been described.•The host–guest inclusion studies have revealed selective interactions of the synthesized macrocycle with the primary instead of secondary ammonium salt.•The synthesized chiral macrocycle also discriminates between D- and L-phenylalanine methyl ester salts as revealed by 1H NMR spectral studies of the host-guest mixture.
A convergent template assisted synthesis of sugar-based chiral macrocycles has been achieved. The host–guest inclusion studies have revealed significant interactions of the synthesized macrocycle with primary over secondary ammonium salt. The chiral macrocyle also discriminates between D- and L-phenylalanine methyl ester hydrochlorides as revealed by 1H NMR spectral studies on the mixture of the host and the guest molecules.
Graphical abstractA highly convergent template assisted synthesis of chiral macrocycles, which are cyclic homodimer of azido-alkyne furanose sugar derivatives, has been successfully achieved and evaluated for host-guest inclusion complex formation ability using benzyl- and dibenzyl ammonium perchlorate salt as guests. One of the chiral macrocycles showed recognition for D- and L-phenylalanine methyl ester hydrochloride salts.Figure optionsDownload full-size imageDownload as PowerPoint slide
