Synthesis, characterization and coordination chemistry of aminophenylbenzothiazole substituted 1,4,7-triazacyclononane macrocycles

Barreto, José, Venkatachalam, Taracad K., Joshi, Tanmaya, Kreher, Ute, Forsyth, Craig M., Reutens, David and Spiccia, Leone (2013) Synthesis, characterization and coordination chemistry of aminophenylbenzothiazole substituted 1,4,7-triazacyclononane macrocycles. Polyhedron, 52 128-138. doi:10.1016/j.poly.2012.10.029


Author Barreto, José
Venkatachalam, Taracad K.
Joshi, Tanmaya
Kreher, Ute
Forsyth, Craig M.
Reutens, David
Spiccia, Leone
Title Synthesis, characterization and coordination chemistry of aminophenylbenzothiazole substituted 1,4,7-triazacyclononane macrocycles
Journal name Polyhedron   Check publisher's open access policy
ISSN 0277-5387
1873-3719
Publication date 2013-03-22
Year available 2012
Sub-type Article (original research)
DOI 10.1016/j.poly.2012.10.029
Open Access Status Not Open Access
Volume 52
Start page 128
End page 138
Total pages 11
Place of publication United Kingdom
Publisher Pergamon
Language eng
Formatted abstract
The synthesis and spectroscopic characterization of four new 2-(4-aminophenyl)benzothiazole substituted 1,4,7-triazacyclononane derivatives with and without appended pyridyl groups on the macrocycle is reported: 1-(2-(4-aminophenyl)benzothiazolyl)-2-oxoethyl)-1,4,7-triazacyclononane (L1), 1-(2-(4-aminophenyl)benzothiazolyl)-2-oxoethyl)-4-(2-pyridylmethyl)-1,4,7-triazacyclononane (L2), 1-(2-(4-N-methylaminophenyl)benzothiazolyl)-2-oxoethyl)-4-(2-pyridylmethyl)-1,4,7-triazacyclononane (L3), 1,4-bis(2-pyridylmethyl)-7-(2-(4-aminophenyl)benzothiazolyl)-2-oxoethyl)-1,4,7-triazacyclononane (L4). The ligands have been applied in the synthesis of a series of copper (II) complexes, [Cu(L1)(OH2)](ClO4)2·0.5ACN (C1), [Cu(L3)](ClO4)2·ACN (C2) and [Cu(L4)(OH2)](ClO4)2·0.5THF (C4) whose structures have been determined by X-ray crystallography. As commonly observed for Cu(II) complexes of 1,4,7-triazacyclononane derivatives, the geometry of the metal centre ranges from distorted square pyramidal to pseudo-octahedral. Notably, the amide carbonyl coordinates to the copper(II) centre in C1 and C2 but not in C4 where the presence of an additional pyridyl group results in an N5 coordination sphere.
Keyword Macrocycles
1,4,7-Triazacyclononane
Coordination chemistry
Copper(II) complexes
Benzothiazoles
X-ray structures
Copper(II) vomplexes
Spectroscopic properties
Binuclear copper(II)
Zinc(II) complexes
Metal-complexes
Ligands
Benzothiazole
Fluorescence
Nickel(II)
Crystal
Q-Index Code C1
Q-Index Status Confirmed Code
Institutional Status UQ
Additional Notes Available online 2 November 2012. Dedicated to Alfred Werner on the 100th anniversary of his Nobel Prize in chemistry in 1913.

Document type: Journal Article
Sub-type: Article (original research)
Collections: Official 2014 Collection
Centre for Advanced Imaging Publications
UQ Diamantina Institute Publications
 
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