Kiralitás es a szerves kémia néhány összefüggése

Translated title of the contribution: Chirality and selected organic chemical relationships

E. Fogassy, J. Schindler, Violetta Kiss, Emese Pálovics

Research output: Contribution to journalArticle

Abstract

After Pasteur's and later Pope and Peachey's activity being ahead of their time the stereochemistry, the organic chemistry and the chemical separational operations have been reached a speedy development. The interaction of the accumulated knowledge enriched the possibilities of the separation of different mixtures of the chiral compounds with unexpected results. From these possibilities we have presented some examples in this report without the demand of completeness. The examples show the reactions of the racemic compounds with half-equivalent resolving agents, the conditions of the distribution of the diastereoisomer and one of the enantiomers between two phases, as well as the possibilities of their separation. These are the salt-salt reactions, the application of unmiscible solvents with or without crystallization, or the separation of the solvent-free reaction mixture by extraction using supercritical carbon-dioxide. These are the reaction of the racemic compound and the resolving agent in molten or in solid phase, the separation of the enantiomer from beside the molecular complex diastereoisomer by sublimation, distillation or rather the fractional modification of these former operations, too. Some examples have been presented for the role of the solvent, that sometimes only the formation of the crystal solvate could make the resolution possible, or it depended on the solvent, which enantiomer was present in the diastereoisomer. We have called the attention to the fact that kinetic control could be standing out during the formation of the diastereoisomers, too. Some examples have been presented that a racemic compound could favourably be resolved with resolution agents having related structure. We have presented the behaviour of the mixtures of racemic compounds having related structure, and the mixture of the relative resolving agents, too. We have referred to the possibilities of the application of the calcium salts. Finally we have presented the regular behaviour of the separations of enantiomer mixtures with non-racemic composition without the use of strange chiral reagent. Examples have been shown for the separation of the enantiomer mixtures by crystallization of melt, recrystallizaton, fractional precipitation and extraction after partial salt-formation. Finally, we would like to direct the reader's attention the fact that during the reaction of chiral compounds with any composition as well as during the different separations there is a nonlinear relation between the starting ee0 and the ee's obtained or the ee's in the phases.

Original languageHungarian
Pages (from-to)64-70
Number of pages7
JournalMagyar Kemiai Folyoirat, Kemiai Kozlemenyek
Volume109-110
Issue number2
Publication statusPublished - Jun 2004

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Organic Chemicals
Chirality
Enantiomers
Salts
Crystallization
Chemical operations
Stereochemistry
Sublimation
Chemical analysis
Carbon Dioxide
Distillation
Molten materials
Calcium
Crystals
Kinetics

ASJC Scopus subject areas

  • Chemistry(all)

Cite this

Kiralitás es a szerves kémia néhány összefüggése. / Fogassy, E.; Schindler, J.; Kiss, Violetta; Pálovics, Emese.

In: Magyar Kemiai Folyoirat, Kemiai Kozlemenyek, Vol. 109-110, No. 2, 06.2004, p. 64-70.

Research output: Contribution to journalArticle

Fogassy, E. ; Schindler, J. ; Kiss, Violetta ; Pálovics, Emese. / Kiralitás es a szerves kémia néhány összefüggése. In: Magyar Kemiai Folyoirat, Kemiai Kozlemenyek. 2004 ; Vol. 109-110, No. 2. pp. 64-70.
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