Laboratory of Organic and Macromolecular Chemistry, Friedrich-Schiller-University Jena, Humboldtstrasse 10, 07743 Jena, Germany.
J Org Chem. 2010 Jun 18;75(12):4025-38. doi: 10.1021/jo100286r.
New 2-(1H-[1,2,3]triazol-4-yl)pyridine bidentate ligands were synthesized as bipyridine analogs, whereas different phenylacetylene moieties of donor and acceptor nature were attached at the 5-position of the pyridine unit. The latter moieties featured a crucial influence on the electronic properties of those ligands. The N-heterocyclic ligands were coordinated to ruthenium(II) metal ions by using a bis(4,4'-dimethyl-2,2'-bipyridine)ruthenium(II) precursor. The donor or acceptor capability of the 2-(1H-[1,2,3]triazol-4-yl)pyridine ligands determined the quantum yield of the resulting ruthenium(II) complexes remarkably. Separately, 2-([1,2,3]triazol-4-yl)pyridine ligands are known to be potential quenchers, but using these new ligand systems led to room temperature emission of the corresponding ruthenium(II) complexes. The compounds have been fully characterized by elemental analysis, high-resolution ESI mass spectrometry, (1)H and (13)C NMR spectroscopy, and X-ray crystallography. Theoretical calculations for two ruthenium(II) complexes bearing a donor and acceptor unit, respectively, were performed to gain a deeper understanding of the photophysical behavior.
新的 2-(1H-[1,2,3]三唑-4-基)吡啶双齿配体被合成作为联吡啶类似物,而供体和受体性质的不同苯乙炔部分则连接在吡啶单元的 5-位。后者的部分对这些配体的电子性质有至关重要的影响。N-杂环配体通过使用双(4,4'-二甲基-2,2'-联吡啶)钌(II)前体与钌(II)金属离子配位。2-(1H-[1,2,3]三唑-4-基)吡啶配体的供体或受体能力显著决定了所得钌(II)配合物的量子产率。此外,2-([1,2,3]三唑-4-基)吡啶配体已知是潜在的猝灭剂,但使用这些新的配体系统导致相应的钌(II)配合物在室温下发射。这些化合物通过元素分析、高分辨率 ESI 质谱、(1)H 和 (13)C NMR 光谱以及 X 射线晶体学进行了充分的表征。为了更深入地了解光物理行为,对分别带有供体和受体单元的两个钌(II)配合物进行了理论计算。