Water-Soluble Iridium(III) Complexes Containing Tetraethylene-Glycol-Derivatized Bipyridine Ligands for Electrogenerated Chemiluminescence Detection

Frontiers in Chemistry
Ben NewmanDavid J Hayne

Abstract

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(C∧N)2(R-bpy-R')]Cl complexes, where C∧N = 2-phenylpyridine anion (ppy) or 2-phenylbenzo[d]thiazole anion (bt), through reaction with commercially available ([Ir(C∧N)2(μ-Cl)]2 dimers. The novel [Ir(C∧N)2(Me-bpy-TEG)]Cl and [Ir(C∧N)2(TEG-bpy-TEG)]Cl complexes in aqueous solution largely retained the redox potentials and emission spectra of the parent [Ir(C∧N)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(C∧N)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 differen...Continue Reading

References

Apr 2, 2002·Analytical Chemistry·David Bruce, Mark M Richter
Feb 11, 2005·Journal of the American Chemical Society·Jae Il KimJin-Kyu Lee
Aug 26, 2006·Chemistry : a European Journal·Michael S Lowry, Stefan Bernhard
Sep 3, 2010·The Journal of Physical Chemistry. a·Shih-Hsiang WuI-Chia Chen
Jun 1, 2012·Electrophoresis·Junli JiaMing Zhou
Feb 13, 2014·Journal of the American Chemical Society·Hong Chul MoonC Daniel Frisbie
Mar 25, 2015·Chemical Society Reviews·Zhongyuan LiuGuobao Xu
Aug 13, 2015·Chemistry : a European Journal·Timothy U ConnellPaul S Donnelly
Mar 16, 2016·Analytical Chemistry·Jesus M Fernandez-HernandezLuisa De Cola
Jun 4, 2016·Analytical and Bioanalytical Chemistry·Andrzej Kapturkiewicz
Dec 21, 2016·Dalton Transactions : an International Journal of Inorganic Chemistry·Yuyang ZhouXiaomei Wang
Feb 24, 2017·Biosensors & Bioelectronics·Kateryna MuzykaGuobao Xu
Nov 2, 2018·Journal of the American Chemical Society·Weiliang GuoYuanhua Shao
Nov 28, 2018·Chemical Communications : Chem Comm·Mohammad Reza MoghaddamConor F Hogan
Sep 7, 2019·Chemical Communications : Chem Comm·Lachlan C SoulsbyPaul S Francis
Sep 24, 2019·Journal of the American Chemical Society·Timothy U ConnellPaul S Francis
Dec 4, 2019·Analytical Chemistry·Honglan Qi, Chengxiao Zhang
Jul 30, 2020·ACS Central Science·Zhiyuan CaoXiaogang Peng

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Methods Mentioned

BETA
NMR
column chromatography

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