<sup>19</sup>F NMR-Based\nChiral Analysis of Organoboron\nCompounds via Chiral Recognition of Fluorine-Labeled Boronates with\nCobalt Complexes

This study aims to develop a method for the chiral analysis\nof\norganoboron compounds using nuclear magnetic resonance (NMR) spectroscopy.\nIt addresses the longstanding challenge associated with these chiral\norganoboron compounds, which often require derivatization and pretreatment\nprior to chromatographic analysis. Our method utilizes tridentate\nligands to facilitate effective ligand exchange and incorporates fluorine\nlabels, allowing for the precise discrimination of <sup>19</sup>F\nNMR signals. This is achieved in conjunction with a chiral cationic\ncobalt complex, serving as the chiral solvating agent. This approach\nprovides reliable and rapid determination of enantiomeric excess in\na wide range of organoboron compounds, featuring various functional\ngroups, and establishes a universal tool for assessing the optical\npurity of these substances.

Publication Details

Journal
Figshare
Published
2024-09-16
DOI
https://doi.org/10.1021/jacsau.4c00703.s001
Primary Topic
Organoboron and organosilicon chemistry
Type
article
Field-Weighted Citation Impact
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article

19F NMR-Based\nChiral Analysis of Organoboron\nCompounds via Chiral Recognition of Fluorine-Labeled Boronates with\nCobalt Complexes

Figshare
Organoboron and organosilicon chemistry
article

19F NMR-Based\nChiral Analysis of Organoboron\nCompounds via Chiral Recognition of Fluorine-Labeled Boronates with\nCobalt Complexes

article en

Abstract

This study aims to develop a method for the chiral analysis\nof\norganoboron compounds using nuclear magnetic resonance (NMR) spectroscopy.\nIt addresses the longstanding challenge associated with these chiral\norganoboron compounds, which often require derivatization and pretreatment\nprior to chromatographic analysis. Our method utilizes tridentate\nligands to facilitate effective ligand exchange and incorporates fluorine\nlabels, allowing for the precise discrimination of <sup>19</sup>F\nNMR signals. This is achieved in conjunction with a chiral cationic\ncobalt complex, serving as the chiral solvating agent. This approach\nprovides reliable and rapid determination of enantiomeric excess in\na wide range of organoboron compounds, featuring various functional\ngroups, and establishes a universal tool for assessing the optical\npurity of these substances.

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Organoboron and organosilicon chemistry
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