Rp. Mcgeary et Dn. Bruget, Cyclic polylactones and their cyclic polyorthoester valence tautomers: Potential ionophores, TETRAHEDRON, 56(44), 2000, pp. 8703-8713
The geometries and energies of the cyclic hexamer (9) of glycolic acid, and
its polycyclic orthoester valence tautomer (10) have been studied by ab in
itio molecular orbital calculations at the HF/6-31G* and MP2//F/6-31G* leve
ls of theory. Both molecules are preorganised to bind metal ions in both en
dohedral and exohedral modes. The binding of 9 and 10 with Li+, Na+, K+, Be
2+, Mg2+, B3+ and Al3+ have been examined, and the energies and geometries
of the resulting complexes are discussed. (C) 2000 Elsevier Science Ltd. Al
l rights reserved.