Journal
TETRAHEDRON
Volume 63, Issue 2, Pages 363-373Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2006.10.066
Keywords
amino acids; organogelators; h-bonding; pi-pi aromatic stacking.
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A family of 3,5-diaminobenzoate derivatives containing different Cbz-protected alpha- or beta-amino side pendant chains and different aromatic-containing ester functionalities was prepared. It was found that the additional aromatic rings in the Cbz- and aromatic-containing ester moieties significantly improved the gelation properties of the resulting organogelators in aromatic solvents. Infrared and circular dichroism spectroscopy revealed that both H-bonding and pi-pi aromatic stacking interactions were the main driving forces for gelation. (c) 2006 Elsevier Ltd. All rights reserved.
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