Synthesis and Properties of Binuclear Cobalt(ii) Oxygen Adduct With 2,6-Bis[bis(2-Pyridylmethyl)aminomethyl]-4-Methylphenol

Suzuki, Masatatsu; Kanatomi, Hajime; Murase, Ichiro

doi:10.1246/cl.1981.1745

Cited by 76 publications

(60 citation statements)

References 5 publications

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“…Furthermore, the metal ion can present some geometrical preferences, thus imparting selective binding tendencies towards anions of a given shape 5. 2,6‐Bis(bis(2‐pyridylmethyl)aminomethyl)‐4‐methylphenol (H‐bpmp) was reported to form a crystalline dinuclear complex with Co II ,6 and Seo et al reported that the phenylphosphonate anion binds to the dinuclear complex of Co III with H‐bpmp by bridging the two metal ions 7. These reports led us to explore the metal complex of H‐bpmp as a receptor for phosphate ions.…”

Section: Thermodynamic Parameters and Association Constants (Kass) Fomentioning

confidence: 99%

Naked-Eye Detection of Phosphate Ions in Water at Physiological pH: A Remarkably Selective and Easy-To-Assemble Colorimetric Phosphate-Sensing Probe

Han

Kim

2002

Angew. Chem. Int. Ed.

278

109

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Phosphate anions are one of most important constituents of living systems. Together with heterocyclic bases and sugars, phosphates make up the genes, the hereditary elements of living systems. In addition, phosphate ions and their derivatives play pivotal roles in signal transduction and energy storage in biological systems. [1] Numerous sensors for anions, including phosphate ions, have been devised, but most of them use organic solvents as the detection medium because these sensors rely on hydrogen-bonding and electrostatic interactions for the recognition of analytes. [2] These interactions are, however, attenuated drastically in a highly polar medium such as water, because of the competing solvation effect. [3] The detection of anions such as phosphate in water is, hence, a challenging task. [4] We report herein a colorimetric sensor that can detect phosphate anions in an aqueous solution of neutral pH values. The sensor is easy to assemble and shows a high sensitivity and excellent selectivity for phosphate ions over other anions.In assembling the sensor, we took advantage of metal± ligand interactions. Such interactions are so highly favorable that they occur even in polar media. Furthermore, the metal ion can present some geometrical preferences, thus imparting selective binding tendencies towards anions of a given shape. [5] 2,6-Bis(bis(2-pyridylmethyl)aminomethyl)-4-methylphenol (H-bpmp) was reported to form a crystalline dinuclear complex with Co II , [6] and Seo et al. reported that the phenylphosphonate anion binds to the dinuclear complex of Co III with H-bpmp by bridging the two metal ions. [7] These reports led us to explore the metal complex of H-bpmp as a receptor for phosphate ions. The dinuclear Zn II complex of H-bpmp was readily obtained by dissolving H-bpmp and zinc perchlorate in water; the complex is colorless and has a good water solubility, which are features desirable for using the complex as a receptor for a water-soluble chemosensor. We chose pyrocatechol violet, a catechol-type pH-sensitive dye, as the chromogenic indicator for the sensor. Catechols are known to coordinate to the two metal ions in a phenoxo-bridged binuclear metal complex. [8] Furthermore, it is known that the yellow color of pyrocatechol violet at neutral pH may change to blue when it binds to a metal ion. [9] Therefore, the displacement of the receptor-bound pyrocatechol violet by a phosphate anion would be communicated visually as well as spectrophotometrically. The competition approach [10] used for assembling the present sensor is schematically illustrated in Figure 1.The sensing ensemble was prepared by simply mixing Hbpmp, [11] zinc perchlorate, and pyrocatechol violet [12] in a 1:2:1 molar ratio in an aqueous solution of 10 mm HEPES buffer pH 7.0 (HEPES ¼ 2-[4-(2-hydroxyethyl)-1-piperazinyl]ethanesulfonic acid). Figure 2 a shows the UV/Vis spectra obtained when the solution of [Zn 2 (H-bpmp)] 3þ was titrated into the aqueous buffer (pH 7.0) solution of the indicator (50 mm). The color change from ye...

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Section: Thermodynamic Parameters and Association Constants (Kass) Fomentioning

confidence: 99%

Naked-Eye Detection of Phosphate Ions in Water at Physiological pH: A Remarkably Selective and Easy-To-Assemble Colorimetric Phosphate-Sensing Probe

Han

Kim

2002

Angew. Chem. Int. Ed.

278

109

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“…Since then, a very large number of such ligands were designed, and their coordination compounds were thoroughly investigated. The possible applications of the complexes with this type of ligands vary from modeling the active sites of many metalloenzymes [2][3][4], to hosting and carrying small molecules [5][6][7] or catalysis [8,9].…”

Section: Introductionmentioning

confidence: 99%

New dinuclear Co(II) and Mn(II) complexes of the phenol-based compartmental ligand containing formyl and amine functions: structural, spectroscopic and magnetic properties

Koval

Huisman

Stassen

et al. 2004

Inorganica Chimica Acta

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The phenol-based compartmental ligand Hpy2ald contains a tridentate amino arm and a weak donor aldehyde group at the 2 0 and at the 6 0 positions of the phenol ring, respectively. This ligand reacts with cobalt(II) perchlorate, cobalt(II) tetrafluoroborate and manganese(II) perchlorate, yielding dinuclear complexes, where two metal ions are doubly bridged by two deprotonated cresolate moieties. The coordination environment around the metal ions is then completed to a very distorted octahedron by three nitrogen donor atoms from the pendant amino arm and the oxygen atom of the aldehyde group. The crystal structures of the complexes, their spectroscopic and magnetic properties are reported.

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“…[46] The Zn 2 L2 complex used in absorption spectroscopic studies was prepared in situ in HEPES buffer (10 m, pH 7.4), following the procedure re-ported for L1. [30] The binding strength and optical changes of commercial indicators (Scheme 3) upon binding to Zn 2 L2 were probed to reveal any differences from m-xylylene scaffolded analogues.…”

Section: Resultsmentioning

confidence: 99%

Dizinc Phosphohydrolase Model Built on a m‐Terphenyl Scaffold and Its Use in Indicator Displacement Assays for Pyrophosphate Under Physiological Conditions

et al. 2009

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A dinucleating ligand {1,3-bis[2-(di-2-picolylaminomethyl)-phenyl]benzene, L2} built on a m-terphenyl scaffold was prepared. The dissociation constants for the dizinc complex of L2 (Zn 2 L2) binding to phosphate, pyrophosphate and commercially available complexometric indicators were determined under physiological pH [10 mM N-(2-hydroxyethyl)piperazine-NЈ-2-ethanesulfonic acid (HEPES) buffer at pH 7.4]. Colorimetric and fluorescence-based indicator displacement

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Synthesis and Properties of Binuclear Cobalt(ii) Oxygen Adduct With 2,6-Bis[bis(2-Pyridylmethyl)aminomethyl]-4-Methylphenol

Cited by 76 publications

References 5 publications

Naked-Eye Detection of Phosphate Ions in Water at Physiological pH: A Remarkably Selective and Easy-To-Assemble Colorimetric Phosphate-Sensing Probe

Naked-Eye Detection of Phosphate Ions in Water at Physiological pH: A Remarkably Selective and Easy-To-Assemble Colorimetric Phosphate-Sensing Probe

New dinuclear Co(II) and Mn(II) complexes of the phenol-based compartmental ligand containing formyl and amine functions: structural, spectroscopic and magnetic properties

Dizinc Phosphohydrolase Model Built on a m‐Terphenyl Scaffold and Its Use in Indicator Displacement Assays for Pyrophosphate Under Physiological Conditions

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