2-(1-Pyrenyl) benzimidazole as a ratiometric and “turn-on” fluorescent probe for iron(iii) ions in aqueous solution

Abstract

A highly selective and sensitive ratiometric and "turn-on" fluorescent probe for Fe(3+), 2-(1-pyrenyl) benzimidazole (L), was synthesized by a one-step process. In emission spectra, the relative intensity ratio of excimer to monomer fluorescence (IE450/IM387) of L increased 510-fold upon the addition of 30 equiv. of Fe(3+) with a detection limit of 0.2 μM (11.2 ppb) in aqueous solution. Meanwhile, the fluorescence excitation spectra of L showed a fluorescent "turn-on" probe for Fe(3+) with 30-fold enhancement in excitation band intensity of excimer.

Crystal structure and DFT study of 2-(pyren-1-yl)-1H-benzimidazole

“…Synthesis and characterization of many benzimidazole- ISSN 2056-9890 ring-containing compounds have been reported (Yan et al, 2009;Hallett et al, 2012;Xia et al, 2014;Dhanalakshmi et al, 2014;Guo et al, 2015;Song et al, 2010), but very few compounds have been structurally characterized. Previously, Zhao et al (2016) reported on the synthesis of 2-(pyren-1yl)benzimidazole, used as a fluorescent probe for the detection of iron(III) ions in aqueous solution, but gave no structural details of the compound. The present work is part of an ongoing structural study of pyrene-ring-system derivatives (Faizi & Prisyazhnaya, 2015).…”

Photoinduced Electron Transfer Switching Mechanism of a Naphthalimide Derivative with its Solvatochromic Behaviour: An Experimental and Theoretical Study with In Cell Investigations

“…Iron(III) functions as an oxygen carrier in haemoglobin, and plays vital roles in enzyme catalysis and cellular metabolism . The deficiency or overload of Fe 3+ ion concentration may lead to several disorders, such as heart failure, anaemia, liver/kidney damage and diabetes . The deficiency of Cr 3+ may result in diabetes or cardiovascular diseases, whereas excess levels of Cr 3+ can adversely affect cellular structures .…”

“…[8] The deficiency or overloadof Fe 3 + ion concentration may lead to several disorders,s uch as heart failure, anaemia,l iver/kidney damagea nd diabetes. [9] The deficiency of Cr 3 + may resulti nd iabetes or cardiovascular diseases, whereas excess levels of Cr 3 + can adversely affect cellular structures. [10] Apart from Fe 3 + and Cr 3 + ,t here are other toxic metal ions (e.g.,Hg 2 + )with adirect effect on human health.…”

A europium(III) metal-organic framework as ratiometric turn-on luminescent sensor for Al3+ ions

“…Aluminium exists in soil, containers and structural materials, which may release Al 3+ due to the corrosion and/or dissolvation, inducing the increasing risk of Al 3+ absorption by the human body [23][24][25][26][27]. However, excessive Al 3+ in human body may cause damage to nucleic acids and proteins or the central nervous system [28][29][30].…”

“…From this point of view, LnMOFs with ligand and Ln 3+ emissions are very attractive, because organic ligands and Ln 3+ ions as the luminescent centers possess completely different physical and chemical properties and they would produce different interactions with analytes. Thus, LnMOFs have been extensively applied to construct ratiometric sensors recently [3,22].Aluminium exists in soil, containers and structural materials, which may release Al 3+ due to the corrosion and/or dissolvation, inducing the increasing risk of Al 3+ absorption by the human body [23][24][25][26][27]. However, excessive Al 3+ in human body may cause damage to nucleic acids and proteins or the central nervous system [28][29][30].…”