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Issue 17, 2013
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From 7-azaindole to adenine: molecular recognition aspects on mixed-ligand Cu(II) complexes with deaza-adenine ligands

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Abstract

For a better understanding of the versatile behaviour of adenine as a ligand, a series of 10 ternary copper(II) complexes with deaza-adenine ligands [7-azaindole (1,6,7-trideaza-adenine, H7azain), 4-azabenzimidazole (1,6-dideaza-adenine, H4abim), 5-azabenzimidazole (3,6-dideaza-adenine, H5abim), and 7-deaza-adenine (H7deaA)] have been synthesised and characterised by X-ray diffraction. Likewise, all the compounds studied have been analysed by spectral and thermal methods. The proton tautomers and donor capabilities of the above-mentioned deaza-adenine ligands have been calculated by DFT. We conclude that the increasing presence of N-donors in deaza-adenine ligands favours the proton tautomerism and their versatility as co-ligands. Notably, H7azain consistently uses the same tautomer, H4abim uses two different tautomers but is not protonated by the pentadentate H2EDTA2− ligand, and H(N1)5abim displays the μ2-N7,N9 mode, whereas H(N9)7deaA binds Cu(II) by N3 in cooperation with an intra-molecular N9–H⋯O interaction or using the unprecedented bidentate μ2-N1,N3 bridging mode.

Graphical abstract: From 7-azaindole to adenine: molecular recognition aspects on mixed-ligand Cu(ii) complexes with deaza-adenine ligands

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Publication details

The article was received on 20 Sep 2012, accepted on 11 Dec 2012 and first published on 13 Dec 2012


Article type: Paper
DOI: 10.1039/C2DT32191B
Citation: Dalton Trans., 2013,42, 6119-6130
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    From 7-azaindole to adenine: molecular recognition aspects on mixed-ligand Cu(II) complexes with deaza-adenine ligands

    A. Domínguez-Martín, D. Choquesillo-Lazarte, J. A. Dobado, I. Vidal, L. Lezama, J. M. González-Pérez, A. Castiñeiras and J. Niclós-Gutiérrez, Dalton Trans., 2013, 42, 6119
    DOI: 10.1039/C2DT32191B

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