The spectroscopic analysis of di-copper helicates as receptors for encapsulating anions : a thesis presented in partial fulfilment of the requirements for the degree of Master of Science in Chemistry at Massey University, Palmerston North, New Zealand
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Date
2009
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Massey University
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Abstract
The application of neutral dicopper helicates to the encapsulation of a number of
anions was investigated. Two dicopper salen derived helicates were studied which
contained phenolic and either iminophenyl (1) or oxime (2) donor groups. UV-visible
spectroscopy was used to determine the binding stoichiometry and formation constants
of the anion complexes. Complex binding was supported by electrospray ionisation
mass spectrometry. Receptor 1 possessed a remarkable selectivity for sulfate in
isopropanol (IPA) for which a log K value of 5.07 ± 0.24 was obtained. Receptor 2
bound all anions studied more strongly than 1. Crystal structural data supports the
proposition that there is a steric barrier to contraction of 1 from the bulky iminophenyl
groups. Receptor 2 was not restricted by the small oxime moieties allowing for
optimum copper-anion interactions.
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Keywords
Anion complexes, Sulphate, Iminophenyl, Copper-anion interaction