NMR determination of enantiomeric composition of 1-substituted 3-amino-1,2-dicarba-closo-dodecaboranes using Eu(hfc)3

Nonenzymatic Acylative Kinetic Resolution of Racemic Amines and Related Compounds

“…www.eurjoc.orgrecovered after the KR using the acylating agent of a specific structure. Optical purity of 3-aminocarboranes 201-203 was determined by NMR spectroscopy using a chiral shift reagent [74] or by chiral HPLC.…”

Chiral NMR discrimination of the diastereoisomeric salts of the H3‐antagonist 2‐[3‐(1H‐imidazol‐4‐ylmethyl)piperidin‐1‐yl]‐1H‐benzimidazole

“…[5,6] In an alternative approach, chiral NMR shift reagents (CSR), such as Europium(III) tris(d,d-dicampholylmethanate) [Eu(dcm) 3 ], can be used in nonpolar aprotic solvents as weak Lewis acids, able to bind chiral amines or amides to give diastereomeric complexes. [7] This work describes a convenient analytical method to discriminate the enantiomers of the H 3 -receptor antagonist 2-[3-(1H-imidazol-4-ylmethyl)piperidin-1-yl]-1H-benzimidazole (1) and of similar compounds, such as its precursor 3-(1H-imidazol-4-ylmethyl)piperidine (2; Fig. 1).…”

Structure Determination of 1,3-Dioxolane-Containing Lipids from the Marine Sponge Leucetta sp. Using Chiral 1H NMR Analysis of Model Systems

“…Chiral NMR spectroscopy has been a robust method for determining the configuration and enantiopurity of chiral molecules through the differentiation of chemical shifts induced by a chiral additive. − Chiral derivatizing agents (CDAs), exemplified by the Mosher method, are critical for assigning chirality generated by hydroxyl groups . Chiral solvating agents (CSAs) generate a diastereomeric environment with an analyte through solvation, enabling the fast and convenient determination of the enantiomeric composition using NMR. , The enantiomeric discrimination provided by CSAs is particularly useful when the compound of interest is present in limited quantities, as laborious processes such as derivatization of analytes using CDAs and chiral resolution of enantiomers via HPLC can be avoided. − These advantages have led to the development of various chiral solvating additives, including chiral lanthanide shift reagents (CLSRs) and chiral liquid crystals (CLCs). , …”