Synthesis and application of N-3,5-dinitrobenzoyl and C₃ symmetric diastereomeric chiral stationary phases

Three diastereomeric chiral compounds, namely, (R,R)-(+)-2-amino-1,2-diphenylethanol, (1S,2R)-(+)-2-amino-1,2-diphenylethanol, and (1R,2R)-(+)-1,2-diphenylethylenediamine were used as starting materials for preparing three N-3,5-dinitrobenzoyl derivative chiral stationary phases (CSPs) (CSP 1, 2, and 3) and three C₃ symmetric CSPs (CSP 4, 5, and 6). The six newly prepared CSPs were applied to the chiral separation of 44 chiral samples by HPLC. Most samples were isolated on CSP 6, with the highest average separation factor among the six newly prepared CSPs.