The Synthesis and Characterisation of a Novel Polyamine-Terpyridine Ligand and Related Complexes

Type of content
Theses / Dissertations
Publisher's DOI/URI
Thesis discipline
Chemistry
Degree name
Master of Science
Publisher
University of Canterbury. Chemistry
Journal Title
Journal ISSN
Volume Title
Language
Date
2009
Authors
Thornley, Paul Andrew
Abstract

This project was aimed at synthesising, characterising and examining the properties of the novel polyamine ligand 4’-{2’”-(12-Amino-2,6,9-triazadodecyl)-phenyl}-2,2’:6’,2”-terpyridine and its related complexes. The ligand would be based around the 4’-(o-toluyl)-2,2’:6’,2”-terpyridine framework and have potential applications in analytical chemistry.

The 4’-(o-toluyl)-2,2’:6’,2”-terpyridine framework would have a tail attached on the functionalised o-toluyl methyl group. The ortho toluyl functionality was chosen so that the donor atom containing tail would be directed back towards the coordination site. This would make it easier for the tail to interact with a central metal ion. There is potential to be able to change the number and type of donor atom in the tail so that the ligand may be metal ion selective. As the tail would contain donor atoms, the denticity of the ligand would be increased making it more applicable for complexometric titrations. The 2,2’:6’,2” terpyridines exhibit strong colours when coordinated to selective metal ions and so would have potential applications in colorimetry also.

The ligand was successfully synthesised and characterised. In a multi-step process, the 4’-(o-toluyl)-2,2’:6’,2”-terpyridine underwent radical bromination before the tail was attached. The tail used in this research was N,N'-bis (3-aminopropyl)ethane-1,2-diamine (3,2,3-tet). The secondary amines in this polyamine tail were protected before addition to the brominated 4’-(o-toluyl)-2,2’:6’,2”-terpyridine to ensure terminal addition. After the tail addition, a two step separation process purified a sample of 4’-{2’”-(12-Amino-2,6,9-triazadodecyl)-phenyl}-2,2’:6’,2”-terpyridine for analysis. Due to the late stage in this research where a successful separation technique was found, little work was done on examining the properties of this ligand and its complexes.

Description
Citation
Keywords
Ligands, Polyamine, Transition metals, Terpyridine
Ngā upoko tukutuku/Māori subject headings
ANZSRC fields of research
Rights
Copyright Paul Andrew Thornley