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Issue 7, 2014
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Novel near-IR absorbing phenyl-substituted phthalo- and naphthalocyanine complexes of lanthanide(III): synthesis and spectral and electrochemical properties

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Abstract

A series of novel phenyl-substituted planar and sandwich-type complexes of Eu, Er and Lu with phthalo and naphthalocyanine ligands was obtained. A successful synthesis of dinaphthalocyanines from the ligand is described. A selective synthetic approach to the phenyl-substituted triphthalocyanine complexes from the ligand and acetylacetonate salts of lanthanides was developed. Correlations between the ionic radii of the central metal and absorption maxima were obtained for sandwich-type complexes. It was found that intervalence (IV) bands for dinaphthalocyanine complexes were red-shifted about 200 nm in comparison with corresponding diphthalocyanines, reaching 1797 nm for the Eu complex. The electrochemical behaviour of planar and sandwich-type Lu complexes was investigated. For the first time a spectroelectrochemical study of multistep reduction and oxidation processes for a triple-decker complex was carried out using the example of the triphthalocyanine of Lu. The structures of the compounds obtained were determined by 1H NMR and high resolution MALDI TOF/TOF. The first single-crystal structure for an aryl-substituted double-decker complex was described using the example of the diphthalocyanine of Lu, showing the presence of intramolecular π–π interactions between phenyl groups.

Graphical abstract: Novel near-IR absorbing phenyl-substituted phthalo- and naphthalocyanine complexes of lanthanide(iii): synthesis and spectral and electrochemical properties

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Publication details

The article was received on 30 Sep 2013, accepted on 21 Nov 2013 and first published on 26 Nov 2013


Article type: Paper
DOI: 10.1039/C3DT52726C
Citation: Dalton Trans., 2014,43, 2799-2809
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    Novel near-IR absorbing phenyl-substituted phthalo- and naphthalocyanine complexes of lanthanide(III): synthesis and spectral and electrochemical properties

    T. V. Dubinina, K. V. Paramonova, S. A. Trashin, N. E. Borisova, L. G. Tomilova and N. S. Zefirov, Dalton Trans., 2014, 43, 2799
    DOI: 10.1039/C3DT52726C

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