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  • 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.

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.

Chirality (1996-01-01)
N M Maier, G Uray
ABSTRACT

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.

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
(1S,2S)-(−)-1,2-Diphenylethylenediamine, 97%
Sigma-Aldrich
meso-1,2-Diphenylethylenediamine, 98%
Sigma-Aldrich
(1R,2R)-(+)-1,2-Diphenylethylenediamine, 97%