Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
5224448 | Tetrahedron | 2009 | 14 Pages |
We describe an efficient and scalable synthesis of 4-carbomethoxy-6,6â²-dimethyl-2,2â²-bipyridine starting from easily available substituted 2-halopyridines and based on the application of modified Negishi cross-coupling conditions. This compound is a versatile starting material for the synthesis of 4-functionalized 2,2â²-bipyridines bearing halide, alcohol, amine, and other functionalities, suitable for conjugation to biological material (2a-c, 3a-g). The utility of this compound in the construction of more complex architectures was further demonstrated by the synthesis of two bifunctional lanthanide chelators; an open chain ligand based on one 2,2â²-bipyridine unit and a cryptand based on three 2,2â²-bipyridine units [N2(bpy)3COOMe]. In the field of luminophoric biolabels, the photophysical properties of the corresponding Eu(III) cryptate are reported.
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