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Abstract
Following the success of the siderophore-inspired 1,2-hydroxypyridonate (HOPO) and
2-hydroxisophthalamide (IAM) chromophores in Eu(III) and Tb(III) luminescence, we
designed three new ligands bearing both chromophores. Syntheses of the octadentate
ligands 3,4,3-LI-IAM-1,2-HOPO and 3,4,3-LI-1,2-HOPO-IAM, where the chromophores are
attached to different positions in the (LI=linear) spermine backbone, are reported
in addition to a tetradentate ligand based on 1,5-diaminopentane. The Gd(III) complexes
were prepared and revealed localized triplet states typical for the IAM and HOPO chromophores.
Photophysical characterization of the Eu(III) and Tb(III) complexes revealed that
the chromophores need to reside at a primary amine of the spermine backbone to be
efficient in lanthanide excitation. These systems help us to understand the antenna
effect in siderophore inspired chromophores and could be potential targets for sensing
and biological imaging applications.