1H NMR Chiral Analysis of Charged Molecules via Ion Pairing with Aluminum Complexes was written by Seo, Min-Seob;Kim, Hyunwoo. And the article was included in Journal of the American Chemical Society in 2015.Electric Literature of C6H13N This article mentions the following:
Chiral anal., such as determination of identity, concentration, and relative ratio of optically active (chiral) mols., plays an indispensable role in contemporary synthetic, medicinal, and biol. chem. Here, we describe the selective control of metal-centered chirality in an octahedral geometry to prepare neg. charged AlIII complexes, which can be used as versatile 1H NMR chiral solvating agents for both pos. and neg. charged chiral mols. 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 chem. 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. In the experiment, the researchers used many compounds, for example, (R)-2-Methylpiperidine (cas: 1722-95-8Electric Literature of C6H13N).
(R)-2-Methylpiperidine (cas: 1722-95-8) belongs to piperidine derivatives. The piperidine structural motif is present in numerous natural alkaloids. These include piperine, which gives black pepper its spicy taste. The piperidine and polyhydroxylated indolizidine derivatives have shown to be promising 伪-glucosidase inhibitors. The former are analogs of DNJ with an improved 伪-glucosidase inhibitory profile than that of DNJ. Boisson et al.Electric Literature of C6H13N
Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem