title: 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.
authors.affiliation: Laboratoire de Chimie Organique, Université libre de Bruxelles (ULB), Avenue F.D. Roosevelt 50, CP160/06, B-1050 Brussels, Belgium. ijabin@ulb.ac.be.
authors.forename: Emilio
authors.initials: E
authors.lastname: Brunetti
authors.forename: Alex
authors.initials: A
authors.lastname: Inthasot
authors.forename: Flore
authors.initials: F
authors.lastname: Keymeulen
authors.forename: Olivia
authors.initials: O
authors.lastname: Reinaud
authors.forename: Ivan
authors.initials: I
authors.lastname: Jabin
authors.forename: Kristin
authors.initials: K
authors.lastname: Bartik
mesh_terms: D000588:Amines / Q000737:chemistry*; D047250:Calixarenes / Q000737:chemistry*; D004988:Ethers, Cyclic / Q000737:chemistry*; D006863:Hydrogen-Ion Concentration; D057927:Hydrophobic and Hydrophilic Interactions; D008024:Ligands; D009682:Magnetic Resonance Spectroscopy; D008670:Metals / Q000737:chemistry; D008823:Micelles; D008968:Molecular Conformation; D010767:Phosphorylcholine / Q000031:analogs & derivatives* / Q000737:chemistry; D011485:Protein Binding; D011522:Protons; D012545:Schiff Bases / Q000737:chemistry*; D021241:Spectrometry, Mass, Electrospray Ionization; D014867:Water / Q000737:chemistry*; D015032:Zinc / Q000737:chemistry
chemical_list: D000588:Amines; D004988:Ethers, Cyclic; D008024:Ligands; D008670:Metals; D008823:Micelles; D011522:Protons; D012545:Schiff Bases; C444241:cryptand; D014867:Water; D010767:Phosphorylcholine; D047250:Calixarenes; C028810:dodecylphosphocholine; D015032:Zinc