1H NMR Chiral Analysis of Charged Molecules via Ion Pairing with Aluminum Complexes

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Title
1H NMR Chiral Analysis of Charged Molecules via Ion Pairing with Aluminum Complexes
Author(s)
Seo, M.-S.; Hyunwoo Kim
Publication Date
2015-11
Journal
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, v.137, no.44, pp.14190 - 14195
Publisher
AMER CHEMICAL SOC
Abstract
Chiral analysis, such as determination of identity, concentration, and relative ratio of optically active (chiral) molecules, plays an indispensable role in contemporary synthetic, medicinal, and biological chemistry. Here, we describe the selective control of metal-centered chirality in an octahedral geometry to prepare negatively charged AlIII complexes, which can be used as versatile 1H NMR chiral solvating agents for both positively and negatively charged chiral molecules in polar or nonpolar solvents. During the formation of ion pairs between the AlIII complexes and the chiral analytes such as amines and carboxylic acids, the metal-centered chirality in the Al complexes plays a crucial role in providing anisochronous chemical shifts to the 1H NMR spectra. As a chiral solvating agent, AlIII complexes display an unprecedentedly broad substrate scope, good solvent compatibility, and operational simplicity. © 2015 American Chemical Society
URI
https://pr.ibs.re.kr/handle/8788114/2277
ISSN
0002-7863
Appears in Collections:
Center for Nanomaterials and Chemical Reactions(나노물질 및 화학반응 연구단) > Journal Papers (저널논문)
Files in This Item:
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