Structurally simple, modular amino alcohols for the recognition of carboxylic acids. Application to the development of a new chiral solvating agent.

ABSTRACT

[structure see text] Two flexible receptors for carboxylic acids, based on 1-amino-3-fluoro-2-alcohol functional arrays and built on aminomethylpyridine platforms, are described. The C(2)-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 (1)H NMR spectra.