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Eu(III) and Tb(III) Complexes of Octa- and Nonadentate Macrocyclic Ligands Carrying Azide, Alkyne, and Ester Reactive Groups
Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Chemistry - Ångström.ORCID iD: 0000-0002-5615-3204
Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Chemistry - Ångström, Synthetic Molecular Chemistry.
Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Chemistry - Ångström.
Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Chemistry - Ångström, Synthetic Molecular Chemistry.ORCID iD: 0000-0001-5403-9902
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2020 (English)In: Inorganic Chemistry, ISSN 0020-1669, E-ISSN 1520-510X, Vol. 59, no 1, p. 106-117Article in journal (Refereed) Published
Abstract [en]

Azide- and allcyne-functionalized bioconjugable luminescent lanthanide complexes are reported. Reactive handles were introduced into the complexes by the late-stage modification of a methylenecarboxylic acid antenna pendent group. Tb and Eu quantum yields (11-13% and 3.4-3.6%, respectively) were not greatly affected by the presence of the azide or the alkyne compared to the parent complex (Phi(Tb) = 10%, Phi(Eu) = 2.8%). Two avenues were explored for improving the luminescence of the lanthanide (Ln) complexes: (1) attaching the antenna through a tertiary amide linker and (2) replacing a monodentate carboxylate ligand with a bidentate pyridylcarboxylate donor, which yielded a nonadentate ligand that could saturate the lanthanide coordination sphere and eliminate the quenching metal-bound water molecule that was present in the octadentate complexes. The combination of both approaches yielded Eu and Tb emitters with 5.8% and 46% quantum yields. For the Eu complex, this value was the same as Phi(Eu) in the octadentate parent complex. We attribute this to increased photoinduced electron transfer quenching in the nonadentate species, which compensates for the reduced O-H quenching.

Place, publisher, year, edition, pages
AMER CHEMICAL SOC , 2020. Vol. 59, no 1, p. 106-117
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Inorganic Chemistry
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URN: urn:nbn:se:uu:diva-404694DOI: 10.1021/acs.inorgchem.9b01576ISI: 000506719300011PubMedID: 31613593OAI: oai:DiVA.org:uu-404694DiVA, id: diva2:1397169
Funder
Swedish Research Council, 201704077Knut and Alice Wallenberg Foundation, 2018.0066Available from: 2020-02-27 Created: 2020-02-27 Last updated: 2020-03-25Bibliographically approved

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Kovacs, DanielKiraev, SalauatOrthaber, AndreasBorbas, K. Eszter

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