Synthesis of Amino-Bridged 6,6′-Disubstituted-2,2′-Bipyridine Ligands for Lanthanide Coordination Chemistry

Abstract

Three cognate ligands containing bipyridine carboxylic frameworks were readily prepared under mild conditions from a pivotal 6-bromo-6′-bromomethyl-2,2′-bipyridine building block and a primary amine as starting materials. In one case, the amine was adequately functionalised with a nitro group. Transformation of the resulting bromo derivatives to the corresponding ethyl esters was made possible by the use of a carboethoxylation reaction promoted by palladium(0), while further hydrolysis afforded the targeted acids after protonation. Corresponding europium complexes show interesting luminescence properties in water at biological pH values.

Key words

bromination - carboalkoxylation - bipyridine-carboxylate - Eu complexes - luminescence

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