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Published on: February 16, 2018
A Gallium-based Chiral Solvating Agent Enables the Use of 1H NMR Spectroscopy to Differentiate Chiral Alcohols
1Department of Chemistry, Korea Advanced Institute of Science and Technology, 291 Daehak-ro, Yuseong-gu, Daejeon 34141, Republic of Korea.
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 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 rapidly determine enantiomeric excess and conversion in a kinetic resolution and an asymmetric synthesis.
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