The Stoichiometry, Structure and Possible Formation of Crystalline Diastereomeric Salts

Knowing the eutectic composition of the binary melting point phase diagrams of the diastereomeric salts formed during the given resolution, the achievable F (F = ee<sub>Dia</sub>*Y) value can be calculated. The same value can also be calculated and predicted by knowing the eutectic compo...

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Main Authors: Dorottya Fruzsina Bánhegyi, Emese Pálovics
Format: Article
Language:English
Published: MDPI AG 2021-04-01
Series:Symmetry
Subjects:
Online Access:https://www.mdpi.com/2073-8994/13/4/667
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author Dorottya Fruzsina Bánhegyi
Emese Pálovics
author_facet Dorottya Fruzsina Bánhegyi
Emese Pálovics
author_sort Dorottya Fruzsina Bánhegyi
collection DOAJ
description Knowing the eutectic composition of the binary melting point phase diagrams of the diastereomeric salts formed during the given resolution, the achievable F (F = ee<sub>Dia</sub>*Y) value can be calculated. The same value can also be calculated and predicted by knowing the eutectic compositions of the binary melting point phase diagrams of enantiomeric mixtures of the racemic compound or the resolving agent. An explanation was sought as to why and how the crystalline precipitated diastereomeric salt—formed in the solution between a racemic compound and the corresponding resolving agent—may be formed. According to our idea, the self-disproportionation of enantiomers (SDE) has a decisive role when the enantiomers form two nonequal ratios of conformers in solution. The self-organized enantiomers form supramolecular associations having M and P helicity, and double helices are formed. Between these double spirals, with the formation of new double spirals, a dynamic equilibrium is achieved and the salt crystallizes. During this process between acids and bases, chelate structures may also be formed. Acids appear to have a crucial impact on these structures. It is assumed that the behavior of each chiral molecule is determined by its own code. This code validates the combined effect of constituent atoms, bonds, spatial structure, charge distribution, flexibility and complementarity.
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spelling doaj.art-0b904d035a714a5d85bc4bcb0561cc5b2023-11-21T15:20:30ZengMDPI AGSymmetry2073-89942021-04-0113466710.3390/sym13040667The Stoichiometry, Structure and Possible Formation of Crystalline Diastereomeric SaltsDorottya Fruzsina Bánhegyi0Emese Pálovics1Department of Organic Chemistry and Technology, Budapest University of Technology and Economics, 1521 Budapest, HungaryDepartment of Organic Chemistry and Technology, Budapest University of Technology and Economics, 1521 Budapest, HungaryKnowing the eutectic composition of the binary melting point phase diagrams of the diastereomeric salts formed during the given resolution, the achievable F (F = ee<sub>Dia</sub>*Y) value can be calculated. The same value can also be calculated and predicted by knowing the eutectic compositions of the binary melting point phase diagrams of enantiomeric mixtures of the racemic compound or the resolving agent. An explanation was sought as to why and how the crystalline precipitated diastereomeric salt—formed in the solution between a racemic compound and the corresponding resolving agent—may be formed. According to our idea, the self-disproportionation of enantiomers (SDE) has a decisive role when the enantiomers form two nonequal ratios of conformers in solution. The self-organized enantiomers form supramolecular associations having M and P helicity, and double helices are formed. Between these double spirals, with the formation of new double spirals, a dynamic equilibrium is achieved and the salt crystallizes. During this process between acids and bases, chelate structures may also be formed. Acids appear to have a crucial impact on these structures. It is assumed that the behavior of each chiral molecule is determined by its own code. This code validates the combined effect of constituent atoms, bonds, spatial structure, charge distribution, flexibility and complementarity.https://www.mdpi.com/2073-8994/13/4/667predictable resolutionsupramolecular associationshelical structureeutectic composition
spellingShingle Dorottya Fruzsina Bánhegyi
Emese Pálovics
The Stoichiometry, Structure and Possible Formation of Crystalline Diastereomeric Salts
Symmetry
predictable resolution
supramolecular associations
helical structure
eutectic composition
title The Stoichiometry, Structure and Possible Formation of Crystalline Diastereomeric Salts
title_full The Stoichiometry, Structure and Possible Formation of Crystalline Diastereomeric Salts
title_fullStr The Stoichiometry, Structure and Possible Formation of Crystalline Diastereomeric Salts
title_full_unstemmed The Stoichiometry, Structure and Possible Formation of Crystalline Diastereomeric Salts
title_short The Stoichiometry, Structure and Possible Formation of Crystalline Diastereomeric Salts
title_sort stoichiometry structure and possible formation of crystalline diastereomeric salts
topic predictable resolution
supramolecular associations
helical structure
eutectic composition
url https://www.mdpi.com/2073-8994/13/4/667
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