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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
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.