A simple protocol for determination of enantiopurity of amines using BINOL derivatives as chiral solvating agents H- and F-NMR spectroscopic analysis.

A rapid and simple protocol for the determination of enantiopurity of primary and secondary amines was developed by using ()-BINOL/()-BINOL derivatives/()-1,1'-binaphthyl-2,2'-diyl hydrogenphosphate as chiral solvating agents H- and F-NMR spectroscopic analysis. In this protocol, the analyte and chiral solvating agent were directly mixed in an NMR tube in chloroform- and after shaking for 30 seconds the H- and F-NMR spectra were recorded, which affords well-resolved resonance peaks for both the enantiomers present in an analyte. The enantiomeric excess of 1,2-diphenylethylenediamine was determined and linear relationship with coefficient of = 0.9995 was observed. The binding constant and associated Δ values were also calculated for diastereomeric complexes formed between both the enantiomers of analyte 5 with CSA ()-3a by using UV-visible spectroscopy.