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Issue 2, 2016
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C-Functionalized chiral dioxocyclam and cyclam derivatives with 1,2,3-triazole units: synthesis, complexation properties and crystal structures of copper(II) complexes

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Abstract

New C-functionalized syn- and anti-dioxocyclam and cyclam derivatives with 1,2,3-triazole units attached to carbon atoms within the skeleton were designed as valuable bifunctional chelating agents for applications in nuclear medicine. These macrocyclic chelators were prepared via a multi-step sequence involving α- and β-amino acids, and their copper(II) complexation properties were evaluated. A solution structure in which the triazoles are in axially coordinating positions was proposed for the [Cu(anti-27)]2+ complex. Promising results have been obtained regarding the complexation kinetics (<10 s) and the pseudo-first order half-life for acid-assisted dissociation (t1/2 = 3.21 d, 5 M HCl, 50 °C).

Graphical abstract: C-Functionalized chiral dioxocyclam and cyclam derivatives with 1,2,3-triazole units: synthesis, complexation properties and crystal structures of copper(ii) complexes

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Publication details

The article was received on 22 Jul 2015, accepted on 24 Nov 2015 and first published on 25 Nov 2015


Article type: Paper
DOI: 10.1039/C5NJ01927C
Citation: New J. Chem., 2016,40, 1507-1520
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    C-Functionalized chiral dioxocyclam and cyclam derivatives with 1,2,3-triazole units: synthesis, complexation properties and crystal structures of copper(II) complexes

    A.-S. Felten, N. Petry, B. Henry, N. Pellegrini-Moïse and K. Selmeczi, New J. Chem., 2016, 40, 1507
    DOI: 10.1039/C5NJ01927C

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