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Sensitized Lanthanide-Ion Luminescence with Aryl-Substituted N-(2-Nitrophenyl)acetamide-Derived Chromophores

Andrews, Michael Bryan, Ward, Benjamin David, Laye, R. A., Kariuki, Benson and Pope, Simon J. A. 2009. Sensitized Lanthanide-Ion Luminescence with Aryl-Substituted N-(2-Nitrophenyl)acetamide-Derived Chromophores. Helvetica Chimica Acta 92 (11) , pp. 2159-2172. 10.1002/hlca.200900108

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Abstract

The syntheses of the two tetraazamacrocyclic ligands L1 and L2 bearing a [(methoxy-2-nitrophenyl)amino]carbonyl chromophore, i.e., an N-(methoxy-2-nitrophenyl)acetamide moiety, together with their corresponding lanthanide-ion complexes are described. A combined spectroscopic (UV/VIS, 1H-NMR), structural (X-ray), and theoretical (DFT) investigation revealed that the absorption properties of the chromophores were dictated by the extent of electronic delocalisation, which in turn was determined by the position of the MeO substituent at the aromatic ring. X-Ray crystallographic studies showed that when attached to the macrocycle, both isomeric forms of the N-(methoxy-2-nitrophenyl)acetamide unit can participate in coordination, via the CO, to an encapsulated potassium cation. Luminescence measurements confirmed that such a binding mode also exists in solution for the corresponding lanthanide complexes (q ca. ≤1), with the para-MeO derivative allowing longer wavelength sensitization (λex 330 nm).

Item Type: Article
Date Type: Publication
Status: Published
Schools: Chemistry
Subjects: Q Science > QD Chemistry
Uncontrolled Keywords: Lanthanide complexes; Luminescence; Chromophores; Density-functional theory (DFT); X-Ray crystallography
Publisher: Wiley-Blackwell
ISSN: 0018-019X
Last Modified: 04 Jun 2017 02:08
URI: http://orca.cf.ac.uk/id/eprint/9731

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