Structurally Simple, Modular Amino Alcohols for the Recognition of Carboxylic Acids. Application to the Development of a New Chiral Solvating Agent

Two flexible receptors for carboxylic acids, based on 1-amino-3-fluoro-2-alcohol functional arrays and built on aminomethylpyridine platforms, are described. The C₂-symmetric one [from 2,6-bis(aminomethyl)pyridine] has been shown to be an efficient CSA due to its ability to form geometrically different diastereomeric complexes enabling the discrimination between the enantiomers of a series of carboxylic acid in the ¹H NMR spectra.