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

ABSTRACT: In situ, direct ¹H 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 ¹H NMR chiral analysis of alcohols. Utilizing the optimal pK_a value, the Ga complex was able to differentiate ¹H NMR signals of each (R)- and (S)-enantiomer of alcohols, measured at room temperature. This direct ¹H NMR chiral analysis of alcohols was used to rapidly determine enantiomeric excess and conversion in a kinetic resolution and an asymmetric synthesis.

SUBMITTER: Jang S

PROVIDER: S-EPMC6704394 | biostudies-literature | 2019 Sep

REPOSITORIES: biostudies-literature

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

Jang Sumin S Kim Hyunwoo H

iScience 20190802

In situ, direct 1H 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 1H NMR chiral analysis of alcohols. Utilizing the optimal pKa value, the Ga complex was able to differentiate 1H NMR signals of each (R)- and (S)-enantiomer of alcohols, measured at room temperature. This direct 1H NMR chiral analysis of alcohols was used to ...[more]

PMID: 31421597

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