Hybrid Pyrazolyl-1,2,3-Triazolyl Tripodal Tetraamine Ligands: Click Synthesis and Cobalt(iii) Complexes
John R. Cubanski A , Matthew E. Reish A B , Allan G. Blackman A C , Peter J. Steel D , Keith C. Gordon A B , David A. McMorran A E and James D. Crowley A E
+ Author Affiliations
- Author Affiliations
A Department of Chemistry, University of Otago, PO Box 56, Dunedin, New Zealand.
B MacDiarmid Institute for Advanced Materials and Nanotechnology, New Zealand.
C Current Address: School of Applied Sciences, Auckland University of Technology, Private Bag 92006, Auckland 1142, New Zealand.
D Department of Chemistry, University of Canterbury, Christchurch, New Zealand.
E Corresponding authors. Email: jcrowley@chemistry.otago.ac.nz; davidm@chemistry.otago.ac.nz
Australian Journal of Chemistry 68(7) 1160-1170 https://doi.org/10.1071/CH14700
Submitted: 4 December 2014 Accepted: 17 December 2014 Published: 31 March 2015
Abstract
A family of tripodal tetraamine ligands incorporating two pyrazolyl and one 1,2,3-triazolyl donor arm have been synthesized in modest-to-excellent yields (42–90 %) using the copper(i)-catalyzed azide–alkyne cycloaddition (CuAAC) reaction. Mono-, bis-, and tris-tripodal ligand scaffolds were readily generated using this method. The coordination chemistry of the ligands with cobalt(iii) ions has been studied, and cobalt(iii) carbonato complexes of the ligands have been isolated and characterized spectroscopically and crystallographically. X-ray crystallography and NMR spectroscopy of the mono-metallic complexes showed that racemic mixtures of the cis-isomer are formed selectively. The di- and tri-metallic systems could not be crystallized, but NMR spectroscopy indicates that these compounds were isolated as mixtures of stereoisomers.
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