Structural studies of chiral receptors incorporating D-glucose

Abstract

The conformation in solution of the symmetric chiral tetra-gluco-24-crown-8 (1, R = Bn and 2, R = Ac), bis-gluco-15-crown-5 (3, R = Bn and 4, R = Ac) and bis-gluco-21-crown-7 (5, R = Bn and 6, R = Ac) has been established using ¹H NMR spectroscopy. The solid state structure of bis-gluco-15-crown-5 (4) has also been determined by X-ray diffraction studies and molecular mechanics calculations. All crowns have the same conformation in the 1,2-di-O-(3,4,6-tri-O-benzyl-β-D-gluco-pyranosyl)-ethylene glycol fragment common to all the molecules.