Issue 11, 2003

Complexation of silver and co-recovered metals with novel aza-crown ethermacrocycles by electrospray ionization mass spectrometry

Abstract

Electrospray ionization mass spectrometry (ESI-MS) is used to evaluate the metal binding selectivities of an array of novel caged macrocycles for silver, gold, copper, nickel, zinc, iron, lead, manganese and alkali metal ions. It is found that five of the new compounds display silver selectivity, and their relative affinities for various metals depend on the type, number, and arrangement of heteroatoms (N, O), the cavity size, and the presence of aromatic substituents. Alkali metal cation binding studies are used to evaluate the size-selectivities of the cavities of the macrocycles. Electronic structure calculation by B3LYP density function theory methods were used to model the metal complexes. The presence of nitrogen atoms in the macrocyclic ring is essential for silver selectivity over other transition metals and alkali metal ions, and the presence of aromatic groups also enhances silver avidity. Macrocycle 3, a triaza-18-crown-6 analog modified with two phenyl groups and a cage group, is capable of selective extraction of Ag+ from aqueous solutions in the presence of other transition metal ions and the most common alkali and alkaline earth metal ions.

Article information

Article type
Paper
Submitted
24 Jun 2003
Accepted
03 Sep 2003
First published
02 Oct 2003

Analyst, 2003,128, 1352-1359

Complexation of silver and co-recovered metals with novel aza-crown ether macrocycles by electrospray ionization mass spectrometry

S. M. Williams, J. S. Brodbelt, Z. Huang, H. Lai and A. P. Marchand, Analyst, 2003, 128, 1352 DOI: 10.1039/B307182K

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