Issue 10, 2015

Primary amine recognition in water by a calix[6]aza-cryptand incorporated in dodecylphosphocholine micelles

Abstract

Water is a unique solvent and the design of selective artificial hosts that can efficiently work in an aqueous medium is a challenging task. It is known that the calix[6]tren zinc complex can recognize neutral guests in organic solvents. This complex was incorporated into dodecylphosphocholine micelles (DPC) and studied by NMR. The incorporated complex is able to extract selectively primary amines from the aqueous environment driven by an important hydrophobic effect which also affects the selectivity of the complex for these amines. This work shows how the incorporation of organo-soluble receptors in micelles can be an elegant and very efficient strategy to obtain water compatible nanosized supramolecular recognition devices which can be prepared via a straightforward self-assembly process.

Graphical abstract: Primary amine recognition in water by a calix[6]aza-cryptand incorporated in dodecylphosphocholine micelles

Supplementary files

Article information

Article type
Paper
Submitted
27 Nov 2014
Accepted
06 Jan 2015
First published
06 Jan 2015
This article is Open Access
Creative Commons BY license

Org. Biomol. Chem., 2015,13, 2931-2938

Author version available

Primary amine recognition in water by a calix[6]aza-cryptand incorporated in dodecylphosphocholine micelles

E. Brunetti, A. Inthasot, F. Keymeulen, O. Reinaud, I. Jabin and K. Bartik, Org. Biomol. Chem., 2015, 13, 2931 DOI: 10.1039/C4OB02495H

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