Natural Abundance Isotopic Chirality in the Reagents of the Soai Reaction
Isotopic chirality influences sensitively the enantiomeric outcome of the Soai asymmetric autocatalysis. Therefore magnitude and eventual effects of isotopic chirality caused by natural abundance isotopic substitution (H, C, O, Zn) in the reagents of the Soai reaction were analyzed by combinatorics...
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| Format: | Article |
| Language: | English |
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MDPI AG
2016-01-01
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| Series: | Symmetry |
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| Online Access: | http://www.mdpi.com/2073-8994/8/1/2 |
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| author | Béla Barabás Róbert Kurdi Gyula Pályi |
| author_facet | Béla Barabás Róbert Kurdi Gyula Pályi |
| author_sort | Béla Barabás |
| collection | DOAJ |
| description | Isotopic chirality influences sensitively the enantiomeric outcome of the Soai asymmetric autocatalysis. Therefore magnitude and eventual effects of isotopic chirality caused by natural abundance isotopic substitution (H, C, O, Zn) in the reagents of the Soai reaction were analyzed by combinatorics and probability calculations. Expectable enantiomeric excesses were calculated by the Pars–Mills equation. It has been found that the chiral isotopic species formed by substitution in the otherwise achiral reagents provide enantiomeric excess (e.e.) levels that are higher than the sensitivity threshold of the Soai autocatalysis towards chiral induction. Consequently, possible chiral induction exerted by these e.e. values should be taken into account in considerations regarding the molecular events and the mechanism of the chiral induction in the Soai reaction. |
| first_indexed | 2024-04-11T21:44:16Z |
| format | Article |
| id | doaj.art-bfacfe05eae04102b9e3015e832cda21 |
| institution | Directory Open Access Journal |
| issn | 2073-8994 |
| language | English |
| last_indexed | 2024-04-11T21:44:16Z |
| publishDate | 2016-01-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Symmetry |
| spelling | doaj.art-bfacfe05eae04102b9e3015e832cda212022-12-22T04:01:28ZengMDPI AGSymmetry2073-89942016-01-0181210.3390/sym8010002sym8010002Natural Abundance Isotopic Chirality in the Reagents of the Soai ReactionBéla Barabás0Róbert Kurdi1Gyula Pályi2Institute of Mathematics, Budapest University of Technology and Economics, Egry J. u. 1, H-1111 Budapest, HungaryInstitute of Environmental Engineering, University of Pannonia, Egyetem u. 10, H-8200 Veszprém, HungaryDepartment of Life Sciences, University of Modena and Reggio Emilia, Via Campi 103, I-41125 Modena, ItalyIsotopic chirality influences sensitively the enantiomeric outcome of the Soai asymmetric autocatalysis. Therefore magnitude and eventual effects of isotopic chirality caused by natural abundance isotopic substitution (H, C, O, Zn) in the reagents of the Soai reaction were analyzed by combinatorics and probability calculations. Expectable enantiomeric excesses were calculated by the Pars–Mills equation. It has been found that the chiral isotopic species formed by substitution in the otherwise achiral reagents provide enantiomeric excess (e.e.) levels that are higher than the sensitivity threshold of the Soai autocatalysis towards chiral induction. Consequently, possible chiral induction exerted by these e.e. values should be taken into account in considerations regarding the molecular events and the mechanism of the chiral induction in the Soai reaction.http://www.mdpi.com/2073-8994/8/1/2isotope chiralitySoai reactionasymmetric autocatalysisabsolute asymmetric synthesis |
| spellingShingle | Béla Barabás Róbert Kurdi Gyula Pályi Natural Abundance Isotopic Chirality in the Reagents of the Soai Reaction Symmetry isotope chirality Soai reaction asymmetric autocatalysis absolute asymmetric synthesis |
| title | Natural Abundance Isotopic Chirality in the Reagents of the Soai Reaction |
| title_full | Natural Abundance Isotopic Chirality in the Reagents of the Soai Reaction |
| title_fullStr | Natural Abundance Isotopic Chirality in the Reagents of the Soai Reaction |
| title_full_unstemmed | Natural Abundance Isotopic Chirality in the Reagents of the Soai Reaction |
| title_short | Natural Abundance Isotopic Chirality in the Reagents of the Soai Reaction |
| title_sort | natural abundance isotopic chirality in the reagents of the soai reaction |
| topic | isotope chirality Soai reaction asymmetric autocatalysis absolute asymmetric synthesis |
| url | http://www.mdpi.com/2073-8994/8/1/2 |
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