Abstract

AbstractThe new compound Nϵ‐(4‐amino‐1,6‐dihydro‐1‐methyl‐5‐nitroso‐6‐oxopyrimidin‐2‐yl)‐L‐lysine (H2L) has been synthesised and its molecular structure determined by single‐crystal X‐ray diffraction methods. The Brönsted acid/base character of H2L has been determined in water in the pH range 2.5–10.0, and the nature of the observed protonation steps determined by potentiometric and spectrophotometric methods. The adsorption of H2L on a commercial activated carbon (AC) in aqueous solution is irreversible, mainly due to the electronic behaviour of the π system of the pyrimidine moiety. The adsorption of H2L on the AC provides a route to develop NH3+‐CHR‐COO–‐type functions on the AC surface, thereby yielding a new hybrid material with an enhanced adsorption capacity for metal ions in aqueous solution. The adsorption of NiII, CuII, ZnII and CdII ions on the functionalised AC has been studied and the results analysed on the basis of the reactivity data for several pyrimidine ligand/metal ion systems. The results, which show an enhancement of the adsorption capacity of the new material with respect to the unfunctionalised AC, are compared with analogous materials studied previously.(© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008)

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