Impact of substituents on the enantioseparation of racemic 2‐amidotetralins on polysaccharide stationary phases. I. chiralcel OD

摘要: The direct enantiomeric separation of 32 racemic 2-amidotetralins on the commercially available tris-(3,5-dimethylphenylcarbamate) derivative cellulose, coated silica gel (Chiralcel OD), is presented. To date, selection a column for chiral mixture done empirically. Studying impact small changes in chemical structure series amidotetralins behavior may help to give an insight recognition mechanism. differed structurally three their substituents, which were never directly located carbon atom. enantiomers 24 out could be resolved with resolution >1.5. Hydrogen bonding and pi-pi interactions are supposed major analyte-chiral stationary phase (CSP) interactions. However, spatial arrangement play important role too. Increasing bulkiness acyl substituent led increase (R(s)), whereas more bulky aromatic ring resulted very low resolution. introduction chlorine atom into additionally increased resolving power. (C) 1997 Wiley-Liss, Inc.