Journal
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 137, Issue 9, Pages 3221-3224Publisher
AMER CHEMICAL SOC
DOI: 10.1021/jacs.5b00556
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Funding
- NIH NIGMS [GM093843]
- Shanghai Institute of Organic Chemistry (SIOC)
- Zhejiang Medicine
- Pharmaron
- NATIONAL INSTITUTE OF GENERAL MEDICAL SCIENCES [R01GM095843] Funding Source: NIH RePORTER
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The rapid, detection and differentiation of chiral compounds is important to synthetic, medicinal, and biological chemistry. Palladium complexes : with chiral pincer ligands are demonstrated to have utility in determining the chirality of various amines. The binding of enantiomeric amines induces distinct F-19 NMR. shifts of the fluorine atoms appended on the ligand that,defines a Chiral environment around 1:palladium. It is further demonstrated that this method has the ability to evaluate the enantiomeric composition and discriminate between enantiomers with chiral centers several carbons away from the binding site. The wide detection window provided by optimized chiral chemosensors allows the simultaneous identification of as many as 12 chiral amines. The extraordinary discriminating ability of this method is demonstrated by the resolution of chiral aliphatic amines that are difficult to separate using,chiral chromatography:
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