ISSN:
0018-019X
Keywords:
Chemistry
;
Organic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
Several pairs of diastereoisomeric 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 minima on the calculated energy profiles for these compounds or for closely related derivatives. In solution, highly 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.
Additional Material:
8 Ill.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/hlca.19930760506
Permalink