Application of ^<b>19</b>F NMR Spectroscopy for Determining the Absolute Configuration of α-Chiral Amines and Secondary Alcohols Using Trifluoromethylbenzoimidazolylbenzoic Acid.

ABSTRACT: Axially chiral 2-(2-(trifluoromethyl)-1H-benzo[d]imidazol-1-yl)benzoic acid (TBBA) was employed as a chiral derivatizing agent for determining the absolute α-configuration of primary amines and secondary alcohols via ¹⁹F NMR spectroscopy. The method utilizes the trifluoromethyl group as a sensor, detecting the shielding effects induced by individual alcohol or amine substituents. This approach was tested on 46 alcohols and amines, demonstrating greater efficiency compared to the standard MTPA method.

SUBMITTER: Profous D 

PROVIDER: S-EPMC12281562 | biostudies-literature | 2025 Jul

REPOSITORIES: biostudies-literature