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Literature DB >> 29546905

A chiral aluminum solvating agent (CASA) for ¹H NMR chiral analysis of alcohols at low temperature.

Min-Seob Seo¹, Sumin Jang¹, Hyunwoo Kim¹.

Abstract

A chiral aluminum solvating agent (CASA) was demonstrated to be a general and efficient reagent for 1H NMR chiral analysis of alcohols. The sodium salt of the CASA (CASA-Na) showed a complete baseline peak separation of the hydroxyl group for various chiral alcohols including primary, secondary, and tertiary alcohols with alkyl and aryl substituents in CD3CN. Due to the weak intermolecular interaction, 1H NMR measurement at low temperature (-40 to 10 °C) was required.

Entities: Chemical Gene

Year: 2018 PMID： 29546905 DOI： 10.1039/C8CC00574E

Source DB: PubMed Journal: Chem Commun (Camb) ISSN： 1359-7345 Impact factor: 6.222

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Cited

6 in total

1. Chiral Recognition of Hydantoin Derivatives Enabled by Tetraaza Macrocyclic Chiral Solvating Agents Using ¹H NMR Spectroscopy.

Authors: Jie Wen; Lei Feng; Hongmei Zhao; Li Zheng; Pericles Stavropoulos; Lin Ai; Jiaxin Zhang
Journal: J Org Chem Date: 2022-06-08 Impact factor: 4.198

2. Synthesis of Tripeptide Derivatives with Three Stereogenic Centers and Chiral Recognition Probed by Tetraaza Macrocyclic Chiral Solvating Agents Derived from d-Phenylalanine and (1 S,2 S)-(+)-1,2-Diaminocyclohexane via ¹H NMR Spectroscopy.

Authors: Lei Feng; Guangpeng Gao; Hongmei Zhao; Li Zheng; Yu Wang; Pericles Stavropoulos; Lin Ai; Jiaxin Zhang
Journal: J Org Chem Date: 2018-10-30 Impact factor: 4.354

6. Discrimination of enantiomers of amides with two stereogenic centers enabled by chiral bisthiourea derivatives using ¹H NMR spectroscopy.

Authors: Hanchang Zhang; Hongmei Zhao; Jie Wen; Zhanbin Zhang; Pericles Stavropoulos; Yanlin Li; Lin Ai; Jiaxin Zhang
Journal: Org Biomol Chem Date: 2021-08-05 Impact factor: 3.890

6 in total

A chiral aluminum solvating agent (CASA) for ¹H NMR chiral analysis of alcohols at low temperature.

1. Chiral Recognition of Hydantoin Derivatives Enabled by Tetraaza Macrocyclic Chiral Solvating Agents Using ¹H NMR Spectroscopy.

2. Synthesis of Tripeptide Derivatives with Three Stereogenic Centers and Chiral Recognition Probed by Tetraaza Macrocyclic Chiral Solvating Agents Derived from d-Phenylalanine and (1 S,2 S)-(+)-1,2-Diaminocyclohexane via ¹H NMR Spectroscopy.

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

4. NMR analysis of the enantiomeric purity of chiral diols by a new chiral boron agent.

5. R-VAPOL-phosphoric acid based ¹H and ¹³C-NMR for sensing of chiral amines and acids.

6. Discrimination of enantiomers of amides with two stereogenic centers enabled by chiral bisthiourea derivatives using ¹H NMR spectroscopy.

A chiral aluminum solvating agent (CASA) for 1H NMR chiral analysis of alcohols at low temperature.

1. Chiral Recognition of Hydantoin Derivatives Enabled by Tetraaza Macrocyclic Chiral Solvating Agents Using 1H NMR Spectroscopy.

2. Synthesis of Tripeptide Derivatives with Three Stereogenic Centers and Chiral Recognition Probed by Tetraaza Macrocyclic Chiral Solvating Agents Derived from d-Phenylalanine and (1 S,2 S)-(+)-1,2-Diaminocyclohexane via 1H NMR Spectroscopy.

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

4. NMR analysis of the enantiomeric purity of chiral diols by a new chiral boron agent.

5. R-VAPOL-phosphoric acid based 1H and 13C-NMR for sensing of chiral amines and acids.

6. Discrimination of enantiomers of amides with two stereogenic centers enabled by chiral bisthiourea derivatives using 1H NMR spectroscopy.

A chiral aluminum solvating agent (CASA) for ¹H NMR chiral analysis of alcohols at low temperature.

1. Chiral Recognition of Hydantoin Derivatives Enabled by Tetraaza Macrocyclic Chiral Solvating Agents Using ¹H NMR Spectroscopy.

2. Synthesis of Tripeptide Derivatives with Three Stereogenic Centers and Chiral Recognition Probed by Tetraaza Macrocyclic Chiral Solvating Agents Derived from d-Phenylalanine and (1 S,2 S)-(+)-1,2-Diaminocyclohexane via ¹H NMR Spectroscopy.

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

5. R-VAPOL-phosphoric acid based ¹H and ¹³C-NMR for sensing of chiral amines and acids.

6. Discrimination of enantiomers of amides with two stereogenic centers enabled by chiral bisthiourea derivatives using ¹H NMR spectroscopy.