Macrocyclic chiral receptors toward enantioselective recognition of naproxen

S González, R Peláez, F Sanz, MB Jiménez…

Index: Gonzalez, Silvia; Pelaez, Rafael; Sanz, Francisca; Jimenez, Ma. Belen; Moran, Joaquin R.; Caballero, Ma. Cruz Organic Letters, 2006 , vol. 8, # 21 p. 4679 - 4682

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Citation Number: 34

Abstract

A macrocyclic receptor based on a bischromenylurea and an α, α'-(o, o'-dialkyl) diphenyl-p- xylylenediamine spacer provides a C 2 chiral cavity to associate carboxylates by H-bonds. The extent of the selectivity obtained for the racemic receptor 2 and enantiomerically pure (S)-naproxen is 7.2: 1. Steric repulsions close to the cavity are decisive for the chiral selectivity.