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Water-Soluble Iridium(III) Complexes Containing Tetraethylene-Glycol-Derivatized Bipyridine Ligands for Electrogenerated Chemiluminescence Detection
Frontiers in Chemistry ( IF 5.5 ) Pub Date : 2020-09-03 , DOI: 10.3389/fchem.2020.583631
Ben Newman , Lifen Chen , Luke C. Henderson , Egan H. Doeven , Paul S. Francis , David J. Hayne

Four cationic heteroleptic iridium(III) complexes containing a 2,2′-bipyridine (bpy) ligand with one or two tetraethylene glycol (TEG) groups attached in the 4 or 4,4′ positions were synthesized to create new water-soluble electrogenerated chemiluminescence (ECL) luminophores bearing a convenient point of attachment for the development of ECL-labels. The novel TEG-derivatized bipyridines were incorporated into [Ir(CN)2(R-bpy-R′)]Cl complexes, where CN = 2-phenylpyridine anion (ppy) or 2-phenylbenzo[d]thiazole anion (bt), through reaction with commercially available ([Ir(CN)2(μ-Cl)]2 dimers. The novel [Ir(CN)2(Me-bpy-TEG)]Cl and [Ir(CN)2(TEG-bpy-TEG)]Cl complexes in aqueous solution largely retained the redox potentials and emission spectra of the parent [Ir(CN)2(Me-bpy-Me)]PF6 (where Me-bpy-Me = 4,4′methyl-2,2′-bipyridine) luminophores in acetonitrile, and exhibited ECL intensities similar to those of [Ru(bpy)3]2+ and the analogous [Ir(CN)2(pt-TEG]Cl complexes (where pt-TEG = 1-(TEG)-4-(2-pyridyl)-1,2,3-triazole). These complexes can be readily adapted for bioconjugation and considering the spectral distributions of [Ir(ppy)2(Me-bpy-TEG)]+ and [Ir(ppy)2(pt-TEG)]+, show a viable strategy to create ECL-labels with different emission colors from the same commercial [Ir(ppy)2(μ-Cl)]2 precursor.



中文翻译:

含四乙二醇衍生的联吡啶配体的水溶性铱(III)配合物用于电化学发光检测

合成了四个阳离子杂合铱(III)配合物,它们包含一个2,2'-联吡啶(bpy)配体,并在4或4,4'位置连接一个或两个四甘醇(TEG)基团,以创建新的水溶性电致化学发光(ECL)发光体带有一个方便的连接点,可用于开发ECL标签。将新型TEG衍生的联吡啶掺入[Ir(C∧N2(R-bpy-R')] Cl络合物中,其中C∧N = 2-苯基吡啶阴离子(ppy)或2-苯基苯并[d]噻唑阴离子(bt),通过与市售的[[Ir(C∧N2(μ-Cl)] 2二聚体反应。新型[Ir(C∧N2(ME-BPY-TEG)] Cl和物[Ir(C N)2(TEG-BPY-TEG)]的水溶液氯配合物基本上保留了亲本的[Ir(C的氧化还原电位和发射光谱 N)2(Me-bpy-Me)] PF 6(其中Me-bpy-Me = 4,4'methyl-2,2'-联吡啶)发光体在乙腈中,并且其ECL强度与[Ru(bpy)3 ]相似2+和类似的[Ir(C∧N2(pt-TEG] Cl络合物(其中pt-TEG = 1-(TEG)-4-(2-吡啶基)-1,2,3-三唑)。配合物可以很容易地用于生物共轭,并考虑[Ir(ppy)2(Me-bpy-TEG)] +和[Ir(ppy)的光谱分布图2(pt-TEG)] +显示了一种可行的策略,可以从同一市售[Ir(ppy)2(μ-Cl)] 2前体创建具有不同发射颜色的ECL标签。

更新日期:2020-10-16
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