| Autor: |
Armstrong SK; Department of Chemistry, University of Glasgow, Glasgow, UK G12 8QQ. s.armstrong@chem.gla.ac.uk, Quéléver G, Marr IL, Ritchie AL |
| Jazyk: |
angličtina |
| Zdroj: |
The Analyst [Analyst] 2000 Dec; Vol. 125 (12), pp. 2206-15. |
| DOI: |
10.1039/b007496i |
| Abstrakt: |
N-Acylthioureas are excellent ligands for a variety of heavy metals, but their metal selectivity is highly dependent on the precise nature of the substituents present. In this paper we show how combinatorial chemistry techniques can be used to establish relative affinities for copper within a mixture of 100 such thioureas. Following a straightforward synthesis, and copper extraction using standard liquid-liquid extraction techniques, LC-MS was used to identify the ligands which bind most strongly to the copper ions. Among the 100 ligands XC(O)N(Z)C(S)NHY, the most important substituent is the Y group bound to the NH: only aromatic Y substituents give strong binding to copper. The acyl X substituents are invariably aromatic, and an electron-rich X group is best; the affinity for copper seems to be less dependent on the Z substituent, although a large group such as benzyl disfavours copper binding. The five ligands from the library which bind copper most strongly have been clearly identified by a series of experiments: they all have aromatic groups in the Y position, but the X and Z substituents can be more varied. This is a very convincing demonstration of the power of combinatorial methods: to have found the same information by conventional methods would have required a lengthy and repetitive series of syntheses and investigations. In addition, our results give some preliminary evidence for synergistic binding of two different ligands, but this requires further investigation. |
| Databáze: |
MEDLINE |
| Externí odkaz: |
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