Tridentate complexes of 2,6-bis(4-substituted-1,2,3-triazol-1-ylmethyl)pyridine and its organic azide precursors: an application of the copper(II) acetate-accelerated azide-alkyne cycloaddition

Wendy S Brotherton; Pampa M Guha; Hoa Phan; Ronald J Clark; Michael Shatruk; Lei Zhu

doi:10.1039/c0dt01702g

Tridentate complexes of 2,6-bis(4-substituted-1,2,3-triazol-1-ylmethyl)pyridine and its organic azide precursors: an application of the copper(II) acetate-accelerated azide-alkyne cycloaddition

Dalton Trans. 2011 Apr 14;40(14):3655-65. doi: 10.1039/c0dt01702g. Epub 2011 Mar 7.

Authors

Wendy S Brotherton¹, Pampa M Guha, Hoa Phan, Ronald J Clark, Michael Shatruk, Lei Zhu

Affiliation

¹ Department of Chemistry and Biochemistry, Florida State University, Tallahassee, FL 32306-4390, USA.

PMID: 21384008
DOI: 10.1039/c0dt01702g

Abstract

Rapid coupling reactions between 2,6-bis(azidomethyl)pyridine and terminal alkynes in the presence of 5 mol% Cu(OAc)(2)·H(2)O without the addition of a reducing agent afford tridentate ligands for first-row transition-metal ions. The chelation between Cu(II) and alkylated nitrogen atoms of the azido groups of 2,6-bis(azidomethyl)pyridine, as observed in the solid state, is credited for the acceleration of the azide-alkyne cycloaddition reactions.