Diphenylethanediamine (DPEDA) as chiral selector: VII. Efficient HPLC resolution of a series of underivatized diarylcarbinols on a chiral stationary phase based on C5-amide-bonded N-3,5-dinitrobenzyl-DPEDA.
Fast and efficient baseline separation of asymmetrically substituted diarylmethanols and 1,1-diarylethanols was achieved on an endcapped, amide-linked N-3,5-dinitrobenzoylated, (R,R)-1,2-diphenyl-1,2-ethanediamine-derived chiral stationary phase (CSP). Optimal enantioselectivities on this CSP were obtained using 1% 2-propanol in n-heptane as the mobile phase. Enantiorecognition was found to be governed by pi-basicity and the substitution pattern of the aromatic substituents.
Maier
N M
NM
Institute of Organic Chemistry, Karl-Franzens University of Graz, Austria.
Uray
G
G
D001665:Binding Sites; D002851:Chromatography, High Pressure Liquid / Q000379:methods*; D004136:Dinitrobenzenes / Q000737:chemistry; D005029:Ethylenediamines / Q000737:chemistry*; D000432:Methanol / Q000031:analogs & derivatives* / Q000737:chemistry / Q000302:isolation & purification; D015394:Molecular Structure; D013237:Stereoisomerism
D004136:Dinitrobenzenes; D005029:Ethylenediamines; C009870:meso-1,2-diphenylethylenediamine; D000432:Methanol