Pyridine-armed diaza-crown ethers: molecular design of effective synthetic ionophores

Tsukube, Hiroshi; Yamashita, K.; Iwachido, Tadashi; Zenki, Michio

doi:10.1021/jo00001a051

Cited by 60 publications

(16 citation statements)

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“…Func tional groups of side arm lar iat ethers are key compo nents for the for ma tion of metal-crown ether com plexes and for mo lec u lar rec og ni tion in supra mo lecu lar chem is try. Switch able pyridylmethyl (2 -picolyl) side arms on diazocrown ethers 26,27 and dioxocylam 28,29 were re cently re ported. On the other hand, our in ves ti ga tion in syn the sis of switchable C-privot lar iat ethers as heavy metal car ri ers led to the suc cess ful prep a ra tion of two Pb(II) com plexes with the 2 -methoxyethyl and the benzyl side arms in sym-dibenzo-16-crown-5 ether se ries.…”

Section: Re Sults and Discussionmentioning

confidence: 99%

Characteristics of Lariat Crown Ether‐Copper (II) Ion‐Selective Electrodes

Ueng

Liu

2001

J Chinese Chemical Soc

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An ion‐selective electrode using ionophore 2′‐picolyl sym‐dibenzo‐16‐crown‐5 ether as membrane carrier, sodium tetraphenylborate (NaTPB) as an anion excluder, and 2‐nitrophenyl‐octyl ether (NOPE) as the plasticing solvent mediator has been successfully developed. This electrode exhibits al in ear response with a slope of 42 mV/decade in concentration ranging from 10−5 molL−1 to 10−1 molL−1, slightly larger than the 30 mV expected from the one‐to‐one complex. The reason for the super‐Nernstain slope is the partial dimmer formation in side the membrane of the electrode, because this dimmer [Cu(C25H27NO6)2(H2O)2] 2ClO4, has been isolated and confirmed by single crystal X‐ray crystallography. The detection limit for the cop per (II) ion was estimated to be 1 × 10−6 molL−1. Electrades composed of other plasticing solvent mediators such as tris(2‐ethylhexyl) phosphate (TOP), bis (2‐ethylhexyl) sebacate (DOS) and dibutyl phthalate (DBP) were also investigated. Stability constants (logKs) of the two to one and the one to one 2‐picolylsym‐dibenzo‐16‐crown‐5 ether‐Cu (II) complexes have been determined by potentiometric titration in methanol.

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Section: Re Sults and Discussionmentioning

confidence: 99%

Characteristics of Lariat Crown Ether‐Copper (II) Ion‐Selective Electrodes

Ueng

Liu

2001

J Chinese Chemical Soc

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“…[19][20][21][22][23][24][25][26][27][28] It has been found that, among different Zn þ2 ion selective membranes, the membranes based on macrocyclic compounds bind with metal cations selectively and are used in metal selective extraction, phase-transfer catalysis, membrane transport, and many other interrelated processes. [29][30][31][32][33][34] In addition, the complexion formed between the selective metal ions and macrocyclic coordinating atoms describe the sensitivity of the sensor prepared from it. Macrocyclic bases are new, cyclic, organic molecules having O, N, S, etc., which are electron rich in the inner sites for producing the complex through dipole-dipole or ion-dipole interactions with metal ions of suitable size.…”

Section: Introductionmentioning

confidence: 99%

Selective zinc ion detection by functionalised ZnO nanorods with ionophore

Ibupoto

Ali

Chey

et al. 2011

Journal of Applied Physics

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Cerium oxide-chitosan based nanobiocomposite for food borne mycotoxin detection Appl. Phys. Lett. 95, 173703 (2009) Functionalized zinc oxide nanorod with ionophore-membrane coating as an intracellular Ca2+ selective sensor Appl. Phys. Lett. 95, 023703 (2009) Nanowire-templated microelectrodes for high-sensitivity pH detection Appl. Phys. Lett. 94, 073118 (2009) A sensor circuit using reference-based conductance switching in organic electrochemical transistors Appl. Phys. Lett. 93, 203301 (2008) A sensor circuit using reference-based conductance switching in organic electrochemical transistors APL: Org. Electron. Photonics 1, 415 (2008) Additional information on J. Appl. Phys. In this paper, highly dense and well aligned single-crystal zinc oxide nanorods were grown along the c-axis on a gold coated glass substrate using a low temperature aqueous chemical growth approach. The prepared ZnO nanorods were functionalized with plastic membrane coatings containing specific ionophore (12-crown-4) which is highly selective to zinc ions (Zn þ2 ). The electrochemical response of the sensor was found to be linear over a relatively wide logarithmic concentration range from 1 lM to 100 mM. The proposed sensor showed a good linearity with a high sensitivity of $35 mV/decade for sensing Zn þ2 ions. A fast response time of less than 5 s with a good selectivity, repeatability, reproducibility, and negligible response to common interferents ions such as calcium (Ca 2þ ), magnesium (Mg 2þ ), or potassium (K þ ), and iron (Fe þ3 ) and copper (Cu þ2 ) was also demonstrated. Moreover, the proposed sensor showed good stoichiometric results for potentiometric titration.

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“…Distribution studies of Ag(I) was carried out by Varshney et al [18], on the arsenophosphates of Sn(II) and Cr(III) using radiotracers. Several Ag(I) ion complexing ligands have been investigated such as crown ethers containing sulfur atom(s) in the cyclic structure [19][20][21], doubled armed [22], or multi-armed macrocycles [23]. In nitric acid medium, Ag(I) has been extracted by certain quinoline derivates [24].…”

Section: Introductionmentioning

confidence: 99%

Use of derivatised L-methionine for efficient extraction of Ag(I) by tracer technique

Saha

Dey

2010

Desalination and Water Treatment

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A B S T R A C TN,N-Bis(2-pyridylmethyl) L-methionine (BPMM) have been found to have a strong affinity for silver(I) and is used for the selective and rapid extraction of silver ion from aqueous solution to chloroform (99.8%). The effect of Ag(I) concentration, pH, diverse ions, and temperature on such extraction is reported. The extraction of Ag(I) with BPMM ligand is maximum at pH 4.0. The change of enthalpy value of the extraction reaction of Ag(I) with BPMM in chloroform is À0.021 J mole À1 , indicating the extraction process as an exothermic one and so, low temperature is beneficial to the extraction process. The method has successfully been applied for the determination of silver in different samples. Radiotracer technique, using 110m Ag(I) as a tracer, have been used for monitoring the concentration of silver ion.

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Pyridine-armed diaza-crown ethers: molecular design of effective synthetic ionophores

Cited by 60 publications

References 0 publications

Characteristics of Lariat Crown Ether‐Copper (II) Ion‐Selective Electrodes

Characteristics of Lariat Crown Ether‐Copper (II) Ion‐Selective Electrodes

Selective zinc ion detection by functionalised ZnO nanorods with ionophore

Use of derivatised L-methionine for efficient extraction of Ag(I) by tracer technique

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