Synthesis, characterization and coordination chemistry of dibenzofuran derivatives of 1,4,7,10-tetraazacyclododecane

Venkatachalam, TK, Barreto, J, Kreher, U, Reutens, DC and Spiccia, L (2010) Synthesis, characterization and coordination chemistry of dibenzofuran derivatives of 1,4,7,10-tetraazacyclododecane. Inorganica Chimica Acta, 363 12: 2896-2904. doi:10.1016/j.ica.2010.04.039

Author Venkatachalam, TK
Barreto, J
Kreher, U
Reutens, DC
Spiccia, L
Title Synthesis, characterization and coordination chemistry of dibenzofuran derivatives of 1,4,7,10-tetraazacyclododecane
Journal name Inorganica Chimica Acta   Check publisher's open access policy
ISSN 0020-1693
Publication date 2010-10-15
Sub-type Article (original research)
DOI 10.1016/j.ica.2010.04.039
Volume 363
Issue 12
Start page 2896
End page 2904
Total pages 9
Place of publication Amsterdam, Netherlands
Publisher Elsevier BV
Collection year 2011
Language eng
Formatted abstract
A 1,4-disubstituted dibenzofuran derivative of 1,4,7,10- tetraazacyclododecane (cyclen), L1, has been prepared by the direct reaction of cyclen and chloroacetyldibenzofuran and the mono-substituted derivative, L2, by reaction of chloroacetyldibenzofuran and 1,4,7-tris(t-butoxycarbonyl)-1,4,7,10- tetraazacyclododecane followed by deprotection with trifluoroacetic acid. The ligands were characterized by 1H and 13C NMR spectroscopy, IR spectroscopy and mass spectrometry. The reaction of the 1,4-disubstituted dibenzofuran cyclen, L1, with Cu(ClO4)2·6H 2O in methanol yielded crystals of [CuL1](ClO4) 2·MeOH·1/2H2O that were suitable for single crystal structural analysis. The X-ray structure confirmed that the 1,4-disubstituted dibenzofuran cyclen had been formed. The copper(II) coordination sphere in the complex cation, [CuL1]2+, is occupied by four nitrogen atoms from the macrocycle and an amide oxygen donor from one dibenzofuran pendant group. As is typical for copper(II)-cyclen complexes, the Cu(II) centre sits above the plane of the macrocycle nitrogen towards the oxygen donor, in this case by 0.5 . Fluorescence emission studies indicate that coordination of the macrocycle to either copper(II) or zinc(II) results in a decrease in emission with respect to the emission of the pure ligand. © 2010 Elsevier B.V. All rights reserved.
Keyword Macrocyclic ligands
Dibenzofuran derivatives
Coordination chemistry
Q-Index Code C1
Q-Index Status Confirmed Code
Institutional Status UQ
Additional Notes Special volume: Dedicated to Professor Animesh Chakravorty. Edited by Rabindranath Mukherjee and Akhil R. Chakravarty.

Document type: Journal Article
Sub-type: Article (original research)
Collections: Official 2011 Collection
Centre for Advanced Imaging Publications
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Created: Wed, 23 Feb 2011, 17:44:52 EST by Sandrine Ducrot on behalf of Centre for Advanced Imaging