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| Content Provider | World Health Organization (WHO)-Global Index Medicus |
|---|---|
| Author | Mateus, Pedro Delgado, Rita Brandão, Paula Félix, Vítor |
| Description | Author Affiliation: Mateus P ( Instituto de Tecnologia Química e Biológica, UNL, Av. da República-EAN, 2780-157 Oeiras, Portugal.) |
| Abstract | A new polyamine macrobicyclic compound was synthesised through a [1+1] “tripod–tripod coupling” strategy and using a Schiff base condensation reaction, followed by sodium borohydride reduction. The resulting compound is a heteroditopic cage $(btpN_{7})$ in which one of the head units is appropriate for the coordination of copper(II), whereas the other head is available for additional hydrogen-bonding and electrostatic interactions with substrates. The acid–base behaviour of the new compound, the stability constants of its complex with the $Cu^{2+}$ ion and the association constants of the copper(II) cryptate with oxalate $(oxa^{2−}),$ malonate $(mal^{2−}),$ succinate $(suc^{2−}),$ maleate $(male^{2−})$ and fumarate $(fum^{2−})$ were determined by potentiometry at 298.2 K in aqueous solution and at an ionic strength of $0.10 mol dm^{−3}$ in $KNO_{3}.$ These studies revealed a clear preference of the receptor $[CuH_{h}btpN_{7}H_{2}O]^{(2+h)+}$ for $oxa^{2−}$ over the other dicarboxylate substrates. This arises from co-operativity between metal–anion coordination and electrostatic and hydrogen-bonding interactions, in accordance with the ideal size of this dicarboxylate, which allow it to take full advantage of the potential binding sites of the receptor. A qualitative indicator-displacement study, in agreement with the potentiometric studies, demonstrated that the copper cryptate receptor can be used as a selective visual sensor for oxalate. |
| ISSN | 09476539 |
| e-ISSN | 15213765 |
| Journal | Chemistry - A European Journal |
| Issue Number | 25 |
| Volume Number | 17 |
| Language | English |
| Publisher | Wiley-VCH;ChemPubSoc Europe |
| Publisher Date | 2011-06-14 |
| Publisher Place | Germany |
| Access Restriction | Open |
| Subject Keyword | Anions Chemistry Copper Macrocyclic Compounds Organometallic Compounds Oxalates Polyamines Crystallography, X-Ray Hydrogen Bonding Magnetic Resonance Spectroscopy Models, Molecular Research Support, Non-U.S. Gov't |
| Content Type | Text |
| Resource Type | Article |
| Subject | Organic Chemistry Catalysis |
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