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Elsevier, Inorganica Chimica Acta, 9(362), p. 3097-3103

DOI: 10.1016/j.ica.2009.02.007

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Fluorescent ligands derived from 2-(9-anthrylmethylamino)ethyl-appended cyclen for use in metal ion activated molecular receptors

Journal article published in 2009 by Sally E. Plush ORCID, Stephen F. Lincoln, Kevin P. Wainwright
This paper was not found in any repository, but could be made available legally by the author.
This paper was not found in any repository, but could be made available legally by the author.

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Abstract

Three new fluorescent ligands derived from 2-(9-anthrylmethylamino)ethyl-appended cyclen (cyclen = 1,4,7,10-tetraazacyclododecane) intended for future use as metal ion activated molecular receptors have been synthesised and characterised. The new ligands, 1,4,7-tris[(2″S)-acetamido-2″-(methyl-3″-phenylpropionate)]-10-(2-N-(9-anthrylmethylamino)ethyl-1,4,7,10-tetraazacyclododecane, 1,4,7-tris[(2″S)-acetamido-2″-(methyl-3″-phenylpropionate)]-10-(2-N-(9-anthrylmethylamino)ethyl-N-[(2″S)-acetamido-2″-(methyl-3″-phenylpropionate])-1,4,7,10-tetraazacyclododecane and 1,4,7-tris[2-hydroxyethyl]-10-(2-N-(9-anthrylmethylamino)ethyl)-N-(2-hydroxyethyl))-1,4,7,10-tetraazacyclododecane, provide the opportunity to investigate the consequences of alkylating the 2-(9-anthrylmethylamino)ethyl fluorophore at the anthrylamine. It was discovered that by doing this the basicity of this amine is lowered and in consequence the pH range over which the PeT induced fluorescence quenching extends is increased by about 1 pH unit. Formation constants were determined in 20% aqueous methanol for the first two ligands with Cd(II) and Cu(II). This demonstrated that alkylation of the anthrylamine significantly increases the stability of the metal complexes. ; http://www.elsevier.com/wps/find/journaldescription.cws_home/504086/description#description ; Sally E. Plush, Stephen F. Lincoln and Kevin P. Wainwright