Binding property and redox behaviour of nickel(II) macrocyclic complex containing crown ether toward alkaline earth metal ions

Jee, Joo‐Eun; Chang, Man; Kwak, Chee‐Hun

doi:10.1016/j.inoche.2004.02.030

Cited by 5 publications

(2 citation statements)

References 15 publications

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“…These compounds are very appealing due to their potential applications for simultaneous recognition of a transition metal ion and an alkaline or alkaline-earth metal ion [3][4][5][6]. The interaction with two metal ions normally modulates several interesting properties, as it has been reported previously.…”

Section: Introductionmentioning

confidence: 99%

“…The interaction with two metal ions normally modulates several interesting properties, as it has been reported previously. For example in compound I [3] (Scheme 1), the complexation capability was modulated by the alkaline Na(I), in compounds II and III, the redox behavior of the Ni(II) and Re(I) complexes, respectively, was modulated by the alkaline and alkaline earth metals [4,5]. Finally, the liquid crystal property in compound III has also been modulated in the presence of Na(I) [6].…”

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confidence: 99%

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Synthesis, characterization and spectroscopic studies of two new schiff-base bithienyl pendant-armed 15-crown-5 molecular probes

Pedras

Fernandes

Oliveira

et al. 2009

Inorganic Chemistry Communications

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a b s t r a c tTwo new ligands provided with a 15-crown-5 as a receptor unit and bithiophen unit as an emissive probe have been synthesized and characterized in order to evaluate the coordination capabilities and their sensor effect. Ligand L1 presents an aromatic crown ether moiety that is directly linked to the imine-2,2 0 -bithiophene p-conjugated system, and ligand L2 is constituted by an aliphatic crown ether moiety that is linked to the same imine-2,2 0 -bithiophene system through a methylene unit. Solid metal complexes of Ni(II), Pd(II), Hg(II) and Na(I) have been synthesized using both macrocyclic compounds, and have been studied in solution in the presence of the same metal ions. All solid compounds have been characterized by common analytical and spectroscopic techniques. The sensorial effect has been studied using absorption, emission and MALDI-TOF-MS spectroscopies.Ó 2008 Elsevier B.V. All rights reserved.Very recently Gokel and coworkers [1] and Fery-Forgues and coworker [2] have reviewed the importance of the crown ethers as molecular sensors for ions, as molecular scaffolds and as complexing agents. Many of these systems are provided with rigid binding units, molecular tweezers, butterfly structures, molecular rods, etc., presenting two well defined coordination units.These compounds are very appealing due to their potential applications for simultaneous recognition of a transition metal ion and an alkaline or alkaline-earth metal ion [3][4][5][6]. The interaction with two metal ions normally modulates several interesting properties, as it has been reported previously. For example in compound I [3] (Scheme 1), the complexation capability was modulated by the alkaline Na(I), in compounds II and III, the redox behavior of the Ni(II) and Re(I) complexes, respectively, was modulated by the alkaline and alkaline earth metals [4,5]. Finally, the liquid crystal property in compound III has also been modulated in the presence of Na(I) [6]. Recently, we have synthesized and characterized several heterocyclic compounds functionalized with (oligo)thiophene p-conjugated systems for sensor applications [7]. Tertiary amines functionalized with a methylene crown ether moiety and two (oligo)thiophene pendants are one of the most recent examples of new heterocyclic sensors reported by us. In this case, Na(I) or H + modulated the intensity of the emission shown by the Pd(II) complexes [7d].Active molecules that interact with analytes through the enhancement of any particular property are very appellative for analytical applications; particularly active molecules to be detected and used by spectrometry techniques are very interesting for their further use as MS-active matrices [8].As a part of our research project in multifunctional/multisensorial molecular probes and keeping these alkaline/alkaline-earth modulation properties idea in mind, we report here two new compounds, L1 and L2 (Scheme 2), that are provided with a bithiophene emissive unit covalently linked through an imine bond to a 15-crown-5 chelating unit (...

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Section: Introductionmentioning

confidence: 99%

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confidence: 99%

Synthesis, characterization and spectroscopic studies of two new schiff-base bithienyl pendant-armed 15-crown-5 molecular probes

Pedras

Fernandes

Oliveira

et al. 2009

Inorganic Chemistry Communications

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Effects of proton and metal cations on the fluorescence properties of anthracene bearing macrocyclic polyether and polyamine receptors

Kohno

Shiraishi

Hirai

2008

Journal of Photochemistry and Photobiology A: Chemistry

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(Oligo)thienyl-imidazo-benzocrown ether derivatives: Synthesis, photophysical studies and evaluation of their chemosensory properties

Batista

Oliveira

Costa

et al. 2011

Talanta

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A series of novel (oligo)thienyl-imidazo-benzocrown ethers were synthesised through a simple method and evaluated as fluorimetric chemosensors for transition metal cations. Interaction with Ni(2+), Pd(2+), and Hg(2+) in ACN/DMSO solution (99:1) was studied by absorption and emission spectroscopy. Chemoselectivity studies in the presence of Na(+) were also carried out and a fluorescence enhancement upon chelation (CHEF) effect was observed following Hg(2+) complexation. Considering that most systems using fluorescence spectroscopy for detecting Hg(2+) are based on the complexation enhancement of the fluorescence quenching (CHEQ) effect, the present work represents one of the few examples for sensing of Hg(2+) based on a CHEF effect.

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Binding property and redox behaviour of nickel(II) macrocyclic complex containing crown ether toward alkaline earth metal ions

Cited by 5 publications

References 15 publications

Synthesis, characterization and spectroscopic studies of two new schiff-base bithienyl pendant-armed 15-crown-5 molecular probes

Synthesis, characterization and spectroscopic studies of two new schiff-base bithienyl pendant-armed 15-crown-5 molecular probes

Effects of proton and metal cations on the fluorescence properties of anthracene bearing macrocyclic polyether and polyamine receptors

(Oligo)thienyl-imidazo-benzocrown ether derivatives: Synthesis, photophysical studies and evaluation of their chemosensory properties

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