Synthesis and structures of molecular complexes of the cis-anti-cis diastereomer of dicyclohexano-18-crown-6 with o-nitroanilines
✍ Scribed by é. V. Ganin; V. F. Makarov; S. A. Kotlyar; N. G. Luk'yanenko; M. S. Fonar'; A. A. Dvorkin; Yu. A. Simonov
- Publisher
- Springer US
- Year
- 1988
- Tongue
- English
- Weight
- 482 KB
- Volume
- 24
- Category
- Article
- ISSN
- 0009-3122
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✦ Synopsis
In the reaction of the cis-syn-cis and cis-anti-cis diastereomers of dicyclohexano-18-crown-6 with 2-nitro and 2,4-dinitroaniline crystallin e complexes with a 1:2 stoichiometric composition were obtained only when the cis-anti-cis diastereomer was used. The three-dimensional structure of the complex of the cis-anti-cis diastereomer of dicyclohexano-18-crown-6 with 2,4-dinitroaniline was determined by an x-ray diffraction study. The complexing of o-nitroanilines with the cis-anti-cis diastereomer is explained by the topological conformity of the interacting compounds.
The isolation of the individual cis diastereomers from the mixture of them formed as a result of the catalytic hydrogenation of dibenzo-18-crown-6 was accomplished by means of the selective formation of the crystalline complex of the cis-anti-cis diastereomer with 2-nitroanilineo
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Stereospecific syntheses of the cis-trans-isomer of dicyclohexano-18-crown-6 allows the K + complexation behavior of all five dicyclohexano-18-crown-6 isomers to be compared.