Tetrahedron p. 2885 - 2891 (1984)
Update date:2022-08-24
Topics:
Peters, J. A.
Bovee, W. M. M. J.
Kieboom, A. P. G.
Gd(dpm)3 induced 1H and 13C relaxation rate enhancements showed that 1,4:3,6-dianhydro-D-glucitol (containing both a threo and an erythro -O-C-C-OH moiety) acts as a bidentate ligand for Gd(dpm)3.Coordination occurs selectively with the erythro -O-C-C-OH moiety, involving the endohydroxyl group at C5 and the neighbouring ether oxygen.From a comparison of the Eu(fod)3 induced 1H shifts of 1,4:3.6-dianhydro-D-glucitol with those of 1,4:3,6-dianhydro-D-mannitol and 1,4:3,6-dianhydro-L-iditol it is concluded that the mannitol derivative (containing two erythro -O-C-C-OH moieties) forms analogous adducts, whereas the iditol derivative (containing two threo -O-C-C-OH moeities) has a low association constant.
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