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Diphenylethanediamine (DPEDA) as chiral selector IX: Self recognition of chiral selectors—efficient HPLC-separation of the enantiomers of 3,5,-dinitrobenzoylated diphenylalkaneamides on the immobilized analogue

✍ Scribed by Georg Uray; Karlheinz S. Niederreiter; Norbert M. Maier; Michaela M. Spitaler

Publisher
John Wiley and Sons
Year
1999
Tongue
English
Weight
120 KB
Volume
11
Category
Article
ISSN
0899-0042

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✦ Synopsis

Chiral recognition between four 3,5-dinitrobenzoylated (DNB) diphenylalkaneamine derived chiral stationary phases (CSPs) and their four racemic precursors was studied via normal phase HPLC. In 13 cases successful enantioseparation (␣ = 1.08 -5.08) of these -acceptor analytes could be achieved on the -acceptor CSPs. Characteristically, the stereochemistry of the DNB modified stereogenic center of the chiral selector and the more retained enantiomer of the corresponding precursor were identical. Simple model analytes gave very similar results. A double stacking model was suggested to coordinate this behaviour with the Pirkle -donor-acceptor concept. Chi-

📜 SIMILAR VOLUMES

Diphenylethanediamine (DPEDA) as chiral
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-dinitrobenzoyl-DPEDA
✍ Norbert M. Maier; Georg Uray 📂 Article 📅 1996 🏛 John Wiley and Sons 🌐 English ⚖ 335 KB 👁 2 views

Fast and efficient baseline separation of asymmetrically substituted diarylmethanols and 1,ldiarylethanols was achieved on an endcapped, amidelinked N-3,Minitrobenzoylated, (R,R)-1,2diphenyl-l,2-ethanediaminederived chiral stationary phase (CSP) . Optimal enantioselectivities on this CSP were obtain