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A unique spherical molecular host with D2d symmetry. A novel intramolecular kinetic equilibrium in metal ion
Jianwei Xu1, Yee-Hing Lai, Chaobin He
1Department of Chemistry, National University of Singapore, Institute of Materials Research and Engineering, 3 Research Link, Republic of Singapore.
Organic Letters
|February 26, 2003
Abstract:
[formula: see text] A spherical host with D2d symmetry consisting of a tetrathia[3.3.3.3]paracyclophane and two 18-crown-6 moieties was synthesized. Its crystal structure shows a central cavity with a diameter of 1.96 A and a depth of 6.75 A. A Na+ ion could rest in the cavity center but prefers core binding to external binding in one of the crown units. An intramolecular kinetic equilibrium was reached with the Na+ ion switching between the two crown units with an energy barrier of 14.1 +/- 3 kcal/mol.