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Benzyl and Tert-butyl Carbamate Derivatives of 1,ω-Amino Acids as Simple Yet Efficient Gelators by Anthony D'Aléo; Jean-Luc Pozzo; Karine Heuzé; Fritz Vögtle; Frédéric Fages is a Chemistry article available to read on EtoBox.

What is Benzyl and Tert-butyl Carbamate Derivatives of 1,ω-Amino Acids as Simple Yet Efficient Gelators about?

We report the synthesis and a study of the gelation properties of a series of N-protected long-chain amino acids. Especially, benzyl and tert-butyl carbamate derivatives of 11-aminoundecanoic acid in their deprotonated form can gelate polar organic solvents and water at very low concentration (less than 5 mM). This is explained by the contribution of multiple forces-H-bond, van der Waals and ionic interactions-in the gel aggregate formation and stabilization, which is confirmed by the experimental data. Among the series of compounds investigated, only a dimer of 11-aminoundecanoic acid is capable of gelating toluene, which stems from the increased number of hydrogen bonding sites in the main aliphatic chain.

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Author

Anthony D'Aléo; Jean-Luc Pozzo; Karine Heuzé; Fritz Vögtle; Frédéric Fages

Publisher

Elsevier Science; Elsevier ; Elsevier Ltd.; Elsevier BV (ISSN 0040-4020)

Published

2007

Language

EN

Field

Chemistry (Physical Sciences)