Striking structural transformation from cyclic oligosaccharide to aromatic series by means of the effect of lithium carbonate based on gas chromatography coupled to time-of-flight mass spectrometry.
An interesting paradigm in which the conformation of glucopyranose of beta-CD in the presence of Li(2)CO(3) is transformed into both an aromatic structure, such as the heterocyclic compound C(6)H(6)O(+) with a prominent relative abundance (RA) and the tropylium ions C(3)H(3)(+), C(5)H(5)(+), and C(7)H(7)(+) at comparatively low temperatures, and a linear structure such as C(18)H(30)O(+) and C(4)H(10)O(3)(+) is reported in the present work. The efficient transformation (higher RA, lower temperature) from a sugar structure to an aromatic structure is ascribed to the contribution of the molecule-ion interaction between beta-CD and Li(2)CO(3). Such a transformation is significant because it provides new insight into the link between supramolecular chemistry and other fields such as organic synthesis, biomineralization, environmental protection, and energy utilization.
Song
Le Xin
le X
Department of Chemistry, University of Science and Technology of China, Hefei, 230026 Anhui, China. solexin@ustc.edu.cn
Bai
Lei
L