Influence of the size and geometry of the anion binding pocket of sugar–urea anion receptors on chiral recognition |
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Authors: | Paulina Hamankiewicz Jarosław M. Granda Janusz Jurczak |
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Affiliation: | 1. Department of Chemistry, University of Warsaw, Pasteura 1, 02-093 Warsaw, Poland;2. Institute of Organic Chemistry, Polish Academy of Sciences, Kasprzaka 44/52, 01-224 Warsaw, Poland |
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Abstract: | Three new chiral urea-type anion receptors were synthesized from aromatic diamines and 1-amino-1-deoxyglucose. The anion binding properties of these receptors were studied using chiral carboxylates derived from mandelic acid and three α-amino acids. We found that the size of the anion binding pocket played an important role in chiral recognition processes. The best results were obtained for 1,8-diaminoanthracene and α-amino acid anions. |
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Keywords: | Anion binding Chiral recognition Monosaccharides Urea |
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