|TUD Organische Chemie||Immel||Publications||Papers||Abstract 30||View or Print (this frame only)|
S. Immel, F. W. Lichtenthaler, H. J. Lindner, K. Fujita, M. Fukudome, and Y. Nogami
Tetrahedron: Asymmetry 2000, 11, 27-36.
As evidenced by its X-ray structural analysis, 2,3-anhydro-α-cyclomannin, a cyclooligosaccharide consisting of six α-(1→4)-linked 2,3-anhydro-D-mannopyranose units, readily incorporates 1-propanol into its cavity such that hydrophobic and hydrophilic surface regions of guest and host match at their interfaces. Together with water, the macrocycle and its guest assemble into a unique solid-state architecture, featuring layers of head-to-head dimers of the macrocycle with its guest, separated by equally distinct layers of water molecules, which are engaged in an intense hydrogen bonding network with the 6-CH2OH and the propanol-OH groups. The overall guest-host topography is thus reverse to that of the respective ethanol inclusion complex.
Additional Graphics: Anhydro Cyclodextrins