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  1. Symmetry
  2. Volume: 8
  3. Issue: 1
  4. Natural Abundance Isotopic Chirality in the Reagents of the Soai Reaction
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Volume: 10
Volume: 9
Volume: 8
Issue: 12
Issue: 11
Issue: 10
Issue: 9
Issue: 8
Issue: 7
Issue: 6
Issue: 5
Issue: 4
Issue: 3
Issue: 2
Issue: 1
Symmetry in Sphere-Based Assembly Configuration Spaces
Acknowledgement to Reviewers of Symmetry in 2015
Synthesis of Chiral Cyclic Carbonates via Kinetic Resolution of Racemic Epoxides and Carbon Dioxide
Organocatalytic Asymmetric α-Chlorination of 1,3-Dicarbonyl Compounds Catalyzed by 2-Aminobenzimidazole Derivatives
Natural Abundance Isotopic Chirality in the Reagents of the Soai Reaction
Structural Properties and Biological Prediction of ({[(1E)-3-(1H-Imidazol-1-yl)-1-phenylpropylidene] amino}oxy)(4-methylphenyl)methanone: An In Silico Approach
Volume: 7
Volume: 6
Volume: 5
Volume: 4
Volume: 3
Volume: 2
Volume: 1

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Natural Abundance Isotopic Chirality in the Reagents of the Soai Reaction

Content Provider MDPI
Author Barabás, Béla Kurdi, Róbert Pályi, Gyula
Abstract 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.
File Size 1377280
File Format PDF
e-ISSN 20738994
DOI 10.3390/sym8010002
Journal Symmetry
Issue Number 1
Volume Number 8
Language English
Publisher Date 2016-01-08
Access Restriction Open
Subject Keyword isotope chirality Soai reaction asymmetric autocatalysis absolute asymmetric synthesis
Content Type Text
Resource Type Article
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