Variation of the copper-catalyzed Huisgen 1,3dipolar cycloaddition inVolVing a one-pot two-step transformation of trimethylsilyl-protected alkyne reactants was used to prepare multidentate N-heterocyclic chelators containing 1,2,3triazole rings in high yields. This includes the first reported examples of 1,1′-disubstituted 4,4′-bis(triazole) bidentate chelators deriVed from click preparations.The N-heterocyclic chelators 2,2′-bipyridine (bpy) and 2,2′: 6′,2′′-terpyridine (tpy) have been widely studied, due to their predictable coordination environments and the interesting optoelectronic properties that can result from ligand-metal interactions. Such qualities can be exploited for supramolecular assembly, molecular electronics, and catalysis applications, 1 each often requiring the peripheral incorporation of synthetic handles for physical property manipulation or incorporation into functional systems. Because functionalization of polypyridine-based chelators can be synthetically demanding, 2 it remains important to seek new approaches in the preparation of analogous multidentate chelating motifs that also possess well-defined coordination properties and can be prepared and modified with high efficiency.

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