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The effect of replacement pattern and digital properties of analytes and selectors in the separation behaviour ended up being investigated by correlating chromatographic parameters and molecular properties decided by utilizing thickness useful theory (DFT) calculations. Both coated and immobilized amylose tris(3,5-dimethylphenylcarbamate) columns allowed for the baseline enantioseparation (2.0 ≤ RS ≤ 4.9) of all 4,4'-bipyridines considered in this research. These outcomes