Journal
INORGANIC CHEMISTRY
Volume 48, Issue 17, Pages 8469-8479Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ic901079s
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Funding
- German Research FOLIndation (DFG)
- National Institute of Health Minority Biomedical Research [2 S06 GM008192-27]
- Research Corporation Cottrell Science Award [CC6624]
- Henry Dreyfus Teacher-Scholar Award
- Hughes Medical Institute Award [52006312]
- NIH [R0I-HL69832]
- Office of Science, Office of Basic Energy Sciences, and the Division of Chemical Sciences, Geosciences, and Biosciences of the U.S. Department of Energy [DE-AC02-05CH11231]
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The modular syntheses of three new octadentate, enantiopure ligands are reported, one with the bidentate chelating unit 2-hydroxyisophthalamide (IAM) and two with bidentate 1-hydroxy-2-pyridinone (1,2-HOPO) units. A new design principle is introduced for the chiral, non-racemic hexamines which constitute the central backbones for the presented class of ligands. The terbium(III) complex of the IAM ligand, as well as the europium(III) complexes of the 1,2-HOPO ligands, are synthesized and characterized by various techniques (NMR, UV, CD, luminescence spectroscopy). All species exhibit excellent stability and moderate to high luminescence efficiency (quantum yields Phi(Eu) = 0.05-0.08 and Phi(Tb) = 0.30-0.57) in aqueous solution at physiological pH. Special focus is put onto the properties of the complexes in regard to circularly polarized luminescence (CPL). The maximum luminescence dissymmetry factors (g(lum)) in aqueous solution are high with |g(lum)|(max) = 0.08-0.40. Together with the very favorable general properties (good stability, high quantum yields, long lifetimes), the presented lanthanide complexes can be considered as good candidates for analytical probes based on CPL in biologically relevant environments.
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