Regularities between separations of enantiomeric and diastereoisomeric mixtures. Prediction of the efficiency of diastereomeric enantiomeric separations on the basis of behaviour of enantiomeric mixtures

Emese Pálovics, Zsolt Szeleczky, Péter Bagi, F. Faigl, E. Fogassy

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4 Citations (Scopus)

Abstract

The driving force of the formation of the homo- and heterochiral associates in the mixtures of chiral compounds is, probably, the effort of the system to separate the most symmetric associates from the less symmetric ones. A possible way to achieve separation of these associates is the distribution between two phases. Therefore, during the separation of (a certain part) diastereoisomers similar trends can be observed as in course of the distribution of enantiomeric mixtures between two phases, although in the first case a third chiral compound (namely the resolving agent) is present. Of course in this case the formation of symmetrical associate is not so obvious as in case of enantiomeric mixtures. It should be noted that thus the outcome may be modified by the intervention of kinetic control. It can be concluded that the structure of chiral compounds encodes the result of the (optical) resolution.

Original languageEnglish
Pages (from-to)26-37
Number of pages12
JournalPeriodica Polytechnica: Chemical Engineering
Volume59
Issue number1
DOIs
Publication statusPublished - 2015

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Keywords

  • Conglomerate- and racemate behaviour
  • Eutectic composition
  • Racemic compounds
  • Resolution
  • Resolving agents
  • SDE

ASJC Scopus subject areas

  • Chemical Engineering(all)

Cite this

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title = "Regularities between separations of enantiomeric and diastereoisomeric mixtures. Prediction of the efficiency of diastereomeric enantiomeric separations on the basis of behaviour of enantiomeric mixtures",
abstract = "The driving force of the formation of the homo- and heterochiral associates in the mixtures of chiral compounds is, probably, the effort of the system to separate the most symmetric associates from the less symmetric ones. A possible way to achieve separation of these associates is the distribution between two phases. Therefore, during the separation of (a certain part) diastereoisomers similar trends can be observed as in course of the distribution of enantiomeric mixtures between two phases, although in the first case a third chiral compound (namely the resolving agent) is present. Of course in this case the formation of symmetrical associate is not so obvious as in case of enantiomeric mixtures. It should be noted that thus the outcome may be modified by the intervention of kinetic control. It can be concluded that the structure of chiral compounds encodes the result of the (optical) resolution.",
keywords = "Conglomerate- and racemate behaviour, Eutectic composition, Racemic compounds, Resolution, Resolving agents, SDE",
author = "Emese P{\'a}lovics and Zsolt Szeleczky and P{\'e}ter Bagi and F. Faigl and E. Fogassy",
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T1 - Regularities between separations of enantiomeric and diastereoisomeric mixtures. Prediction of the efficiency of diastereomeric enantiomeric separations on the basis of behaviour of enantiomeric mixtures

AU - Pálovics, Emese

AU - Szeleczky, Zsolt

AU - Bagi, Péter

AU - Faigl, F.

AU - Fogassy, E.

PY - 2015

Y1 - 2015

N2 - The driving force of the formation of the homo- and heterochiral associates in the mixtures of chiral compounds is, probably, the effort of the system to separate the most symmetric associates from the less symmetric ones. A possible way to achieve separation of these associates is the distribution between two phases. Therefore, during the separation of (a certain part) diastereoisomers similar trends can be observed as in course of the distribution of enantiomeric mixtures between two phases, although in the first case a third chiral compound (namely the resolving agent) is present. Of course in this case the formation of symmetrical associate is not so obvious as in case of enantiomeric mixtures. It should be noted that thus the outcome may be modified by the intervention of kinetic control. It can be concluded that the structure of chiral compounds encodes the result of the (optical) resolution.

AB - The driving force of the formation of the homo- and heterochiral associates in the mixtures of chiral compounds is, probably, the effort of the system to separate the most symmetric associates from the less symmetric ones. A possible way to achieve separation of these associates is the distribution between two phases. Therefore, during the separation of (a certain part) diastereoisomers similar trends can be observed as in course of the distribution of enantiomeric mixtures between two phases, although in the first case a third chiral compound (namely the resolving agent) is present. Of course in this case the formation of symmetrical associate is not so obvious as in case of enantiomeric mixtures. It should be noted that thus the outcome may be modified by the intervention of kinetic control. It can be concluded that the structure of chiral compounds encodes the result of the (optical) resolution.

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KW - Racemic compounds

KW - Resolution

KW - Resolving agents

KW - SDE

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