Issue 11, 2008
From the journal:

New Journal of Chemistry

Hydrophilic oxybathophenanthroline ligands: synthesis and copper(ii) complexation

Holger Stephan,*a   Stefanie Juran,a   Karin Born,b   Peter Comba,b   Gerhard Geipel,c   Uwe Hahn,de   Nicole Wernerd  and  Fritz Vögtle*d  

* Corresponding authors

a Institut für Radiopharmazie, Forschungszentrum Dresden-Rossendorf, Postfach 510119, Dresden, Germany
E-mail: h.stephan@fzd.de
Fax: +49 (351) 2603232
Tel: +49 (351) 2603091

b Universität Heidelberg, Anorganisch-Chemisches Institut, Im Neuenheimer Feld 270, Heidelberg, Germany

c Institut für Radiochemie, Forschungszentrum Dresden-Rossendorf, Postfach 510119, Dresden, Germany

d Kekulé Institut für Organische Chemie und Biochemie, Universität Bonn, Gerhard-Domagk-Str. 1, Bonn, Germany
E-mail: voegtle@uni-bonn.de
Fax: +49 (228) 735662
Tel: +49 (228) 733495

e Universidad Autónoma de Madrid, Departamento de Química Orgánica, Campus de Cantoblanco, Madrid, Spain

Abstract

Hydrophilic oxybathophenanthroline dendrons (generation 1–3) have been synthesized by treatment of 4,7-bis(4′-hydroxyphenyl)-1,10-phenanthroline with the corresponding bromo-functionalized etheraryl branching units containing triethylene glycol monomethyl end groups. Radiotracer experiments using 64Cu prove the rapid formation of stable copper(II) complexes in aqueous solution. These 64Cu complexes remain unchanged even upon addition of a high excess of glutathione as competing ligand, thus demonstrating the high stability of the formed copper(II) complexes. Electronic and EPR spectroscopy indicate the formation of [Cu(L)2(OH2)2]2+ (L = ligand) complexes in aqueous solution, confirmed by time-resolved laser fluorescence spectroscopy and supported by molecular mechanics modeling.

Graphical abstract: Hydrophilic oxybathophenanthroline ligands: synthesis and copper(ii) complexation

About
Cited by
Related
Download options Please wait...

Article information

DOI
https://doi.org/10.1039/B805136D
Article type
Paper
Submitted
26 Mar 2008
Accepted
08 May 2008
First published
16 Jul 2008

New J. Chem., 2008,32, 2016-2022

Permissions

Request permissions

Hydrophilic oxybathophenanthroline ligands: synthesis and copper(II) complexation

H. Stephan, S. Juran, K. Born, P. Comba, G. Geipel, U. Hahn, N. Werner and F. Vögtle, New J. Chem., 2008, 32, 2016 DOI: 10.1039/B805136D

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Social activity

Spotlight

Advertisements