Cited by 45Origins and Evolution of LifeAsymmetric Synthesis and CatalysisAnalytical Chemistry and Chromatography

Violation of Distribution Symmetry in Statistical Evaluation of Absolute Enantioselective Synthesis

Barabas, Béla, Caglioti, Luciano, Zucchi, Claudia, Maioli, Marco, Gál, Emese, Micskei, Károly, Pályi, Gyula·2007·The Journal of Physical Chemistry B

Abstract

Enantiomeric excesses obtained in absolute enantioselective synthesis by chiral autocatalysis (Soai-reaction) were statistically analyzed. Two sets of parallel experiments, which were performed under chemically different conditions, are available. One group contains 37, while the other contains 84 preparative results. The former group shows some interesting tendencies but does not give conclusive statistical results. The sample of 84 parallel experiments, providing 39 R- and 45 S-excesses have shown that these data represent two distinct, non-symmetric sets with different non-Gaussian distributions. Clear S preference was found.

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Crossref · 10.1021/jp072945+

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  • The outcome of the Soai reaction in absence of detectable chiral species is stochastic.

    “In addition, the apparent outcome of the Soai reaction performed in the absence of detectable chiral species is stochastic as expected for a truly SMSB process”

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Authors
Barabas, B., Caglioti, L., Zucchi, C., Maioli, M., Gál, E., Micskei, K., & Pályi, G.
Affiliations
  • Department of Stochastics, University of Technology and Economics, Müegyetem rkp. 3(H), H-1111 Budapest, Hungary, Department of Chemistry and Technology of Biologically Active Compounds, University “La Sapienza”−Roma, P.le A. Moro 5, I-00185 Roma, Italy, Department of Chemistry, University of Modena and Reggio Emilia, Via Campi 183, I-41100 Modena, Italy, Department of Mathemathics, University of Modena and Reggio Emilia, Via Campi 213, I-41100 Modena, Italy, and Institute of Inorganic and Analytical...
  • University of Modena and Reggio Emilia (IT)
Corresponding author
Pályi, Gyula
Venue
The Journal of Physical Chemistry B
Published
2007-09-12
Volume
111
Issue
39
Pages
11506-11510
ISSN
  • 1520-5207 (ISSN-L)
  • 1520-6106
OpenAlex
W2064752480
Cited by
45
References
5
Citations by year
2023: 1 · 2022: 4 · 2021: 2 · 2020: 1 · 2019: 2 · 2018: 1 · 2017: 5 · 2016: 3 · 2015: 3 · 2014: 4 · 2013: 1 · 2012: 2
FWCI
2.59
Type
journal article
Language
en
Open access
closed
Locations
  • The Journal of Physical Chemistry B (publishedVersion)
  • PubMed (publishedVersion)
  • University of Debrecen Electronic Archive (University of Debrecen) (submittedVersion)
  • IRIS UNIMORE (University of Modena and Reggio Emilia) (submittedVersion)
  • IRIS Research product catalog (Sapienza University of Rome) (submittedVersion)
Topics
  • Physical Sciences › Physics and Astronomy › Astronomy and Astrophysics › Origins and Evolution of Life
  • Physical Sciences › Chemistry › Organic Chemistry › Asymmetric Synthesis and Catalysis
  • Physical Sciences › Chemistry › Spectroscopy › Analytical Chemistry and Chromatography
Keywords
Soai reaction, enantiomeric excess, non-Gaussian distributions, distribution symmetry, enantioselectivity
MeSH terms
Catalysis, Models, Chemical, Stereoisomerism, Models, Statistical

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