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Type: Journal article
Title: Fluorescent ligands derived from 2-(9-anthrylmethylamino)ethyl-appended cyclen for use in metal ion activated molecular receptors
Author: Plush, S.
Lincoln, S.
Wainwright, K.
Citation: Inorganica Chimica Acta, 2009; 362(9):3097-3103
Publisher: Elsevier Science SA
Issue Date: 2009
ISSN: 0020-1693
Statement of
Sally E. Plush, Stephen F. Lincoln and Kevin P. Wainwright
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.
Keywords: Fluorescent ligand; Protonation constants; Metal complex formation constants
RMID: 0020090598
DOI: 10.1016/j.ica.2009.02.007
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Appears in Collections:Chemistry and Physics publications
Environment Institute publications

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