Helvetica Chimica Acta p. 1863 - 1875 (1993)
Update date:2022-08-30
Topics:
Bur, Daniel
Nikles, Martin
Sequin, Urs
Neuburger, Martin
Zehnder, Margareta
Several pairs of diastereomeric open-chain 1,2:3,4-diepoxides with different substitution patterns were prepared (see 3-9).As far as possible, crystal structures were determined to corroborate the relative configurations and to give insight into the solid-state conformations of these compounds.The comparison with our earlier molecular-orbital calculations and with 1H-NMR measurements shows that the solid-state conformations of eight out of the nine open-chain 1,2:3,4-diepoxides, whose crystal structures had been determined, correspond to substituted diepoxides of the erythro-series (e-6, e-7, e-9) seem to prefer the same conformation as in the crystal.The solution conformations of all other diepoxides differ from the arrangement in the solid state.
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