A Gallium-based Chiral Solvating Agent Enables the Use of (1)H NMR Spectroscopy to Differentiate Chiral Alcohols

In situ, direct (1)H NMR chiral analysis by using chiral solvating agents is a convenient and efficient analytical technique. Here we developed a Ga-based chiral anionic metal complex for (1)H NMR chiral analysis of alcohols. Utilizing the optimal pK(a) value, the Ga complex was able to differentiat...

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Autores principales: Jang, Sumin, Kim, Hyunwoo
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Elsevier 2019
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6704394/
https://www.ncbi.nlm.nih.gov/pubmed/31421597
http://dx.doi.org/10.1016/j.isci.2019.07.051
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author Jang, Sumin
Kim, Hyunwoo
author_facet Jang, Sumin
Kim, Hyunwoo
author_sort Jang, Sumin
collection PubMed
description In situ, direct (1)H NMR chiral analysis by using chiral solvating agents is a convenient and efficient analytical technique. Here we developed a Ga-based chiral anionic metal complex for (1)H NMR chiral analysis of alcohols. Utilizing the optimal pK(a) value, the Ga complex was able to differentiate (1)H NMR signals of each (R)- and (S)-enantiomer of alcohols, measured at room temperature. This direct (1)H NMR chiral analysis of alcohols was used to rapidly determine enantiomeric excess and conversion in a kinetic resolution and an asymmetric synthesis.
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spelling pubmed-67043942019-08-26 A Gallium-based Chiral Solvating Agent Enables the Use of (1)H NMR Spectroscopy to Differentiate Chiral Alcohols Jang, Sumin Kim, Hyunwoo iScience Article In situ, direct (1)H NMR chiral analysis by using chiral solvating agents is a convenient and efficient analytical technique. Here we developed a Ga-based chiral anionic metal complex for (1)H NMR chiral analysis of alcohols. Utilizing the optimal pK(a) value, the Ga complex was able to differentiate (1)H NMR signals of each (R)- and (S)-enantiomer of alcohols, measured at room temperature. This direct (1)H NMR chiral analysis of alcohols was used to rapidly determine enantiomeric excess and conversion in a kinetic resolution and an asymmetric synthesis. Elsevier 2019-08-02 /pmc/articles/PMC6704394/ /pubmed/31421597 http://dx.doi.org/10.1016/j.isci.2019.07.051 Text en © 2019 The Author(s) http://creativecommons.org/licenses/by-nc-nd/4.0/ This is an open access article under the CC BY-NC-ND license (http://creativecommons.org/licenses/by-nc-nd/4.0/).
spellingShingle Article
Jang, Sumin
Kim, Hyunwoo
A Gallium-based Chiral Solvating Agent Enables the Use of (1)H NMR Spectroscopy to Differentiate Chiral Alcohols
title A Gallium-based Chiral Solvating Agent Enables the Use of (1)H NMR Spectroscopy to Differentiate Chiral Alcohols
title_full A Gallium-based Chiral Solvating Agent Enables the Use of (1)H NMR Spectroscopy to Differentiate Chiral Alcohols
title_fullStr A Gallium-based Chiral Solvating Agent Enables the Use of (1)H NMR Spectroscopy to Differentiate Chiral Alcohols
title_full_unstemmed A Gallium-based Chiral Solvating Agent Enables the Use of (1)H NMR Spectroscopy to Differentiate Chiral Alcohols
title_short A Gallium-based Chiral Solvating Agent Enables the Use of (1)H NMR Spectroscopy to Differentiate Chiral Alcohols
title_sort gallium-based chiral solvating agent enables the use of (1)h nmr spectroscopy to differentiate chiral alcohols
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6704394/
https://www.ncbi.nlm.nih.gov/pubmed/31421597
http://dx.doi.org/10.1016/j.isci.2019.07.051
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