• Title/Summary/Keyword: calix[4]crown

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Voltammetric Studies of Diazocalix[4]crown-6 for Metal Ion Sensing

  • Dong, Yun-Yan;Kim, Tae-Hyun;Lee, Chang-Seuk;Kim, Hyun-Jung;Lee, Jae-Hong;Lee, Joung-Hae;Kim, Ha-Suck;Kim, Jong-Seung
    • Bulletin of the Korean Chemical Society
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    • v.31 no.12
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    • pp.3549-3552
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    • 2010
  • The complex formation between diazocalix[4]dipropyl (1) and diazocalix[4]crown-6 ether (2) with alkali, alkaline earth and transition metal ions was investigated by voltammetry. Electrochemical properties of compounds 1 and 2 and their selectivity toward metal ions were evaluated in $CH_3CN$ solution by comparison of voltammetric behaviors of two phenols in each compound. Compounds 1 and 2 showed almost same voltammetric behavior which is two irreversible oxidation peaks caused by intramolecular hydrogen bonding between two phenols in 1 and 2. While, however, upon interacting with various metal ions, 1 with two propyl ether groups showed no significant changes in voltammetry, 2 with crown ether group caused significant voltammetric changes upon the addition of $Ba^{2+}$ to 2. Their behavior is closely related to the complex formation by entrapment of metal ion into crown ether cavity, and ion-dipole interaction between metal ion and two phenolic groups in calix[4]crown-6.

DFT Study for Cage-annulated p-tert-Butylcalix[4]crown-ether Complexed with Potassium Ion

  • Kim, Kwang-Ho;Park, Seong-Jun;Choe, Jong-In
    • Bulletin of the Korean Chemical Society
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    • v.29 no.7
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    • pp.1374-1378
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    • 2008
  • Using DFT B3LYP/6-31+G(d,p)//B3LYP/6-31G(d,p) calculation method, stable molecular structures were optimized for the p-tert-butylcalix[4]arene functionalized at lower rim by cage-annulated crown ether (1) in two different conformers and their potassium-ion complexes. Cone conformer of free host 1 was slightly more stable than partial-cone conformer. For two different kinds of complexation mode, the potassium ion in benzene-rings (bz) pocket showed comparable complexation efficiency with the cation in cage-annulated crown-ether (cr) for the cone and partial-cone conformers of 1. The complex (1${\bullet}K^+$) in the cr-binding mode for the partial-cone conformer was more stable than the cone conformer for B3LYP/6-31G(d,p) geometry optimization. However, $1_{(cone)}{\bullet}K^+$(cr) showed lower single-point energy than the $1_{(pc)}{\bullet}K^+$(cr) for B3LYP/6- 31+G(d,p) calculation method.

Lead Ion-Selective Electrode Based on Upper-rim Calix[4]crown Ionophore (캘릭스[4]크라운 유도체를 이온선택성 물질로 사용한 납이온 선택성 막전극)

  • Namgung, Miok;Ihm, Hye-Jae;Paek, Kyung-Soo;Yun, Young-Ja
    • Journal of the Korean Chemical Society
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    • v.44 no.2
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    • pp.115-119
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    • 2000
  • A PVC membrane electrode based on upper-rim calix[4] crown as ionophore was prepared using dioctyl sebacate (DOS) as a plasticizer. The potential response of this membrane electrode to alkali, alka-line earth and transitionmetal metal cations were examined. This membrane electrode exhibited a Nernstian response to $10^{-6}{\sim}10^{-2}M\;Pb(NO_3)_2$ with a slope ot 27.0 mV/decade. Its response time ($t_{90}$) was 10s and it could be used for at least 2 months. Also, the potential was maintained constantly in the rage of ph $2.0{\sim}12$.

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Effect of Crown Ring Size and Upper Moiety on the Extraction of s-Block Metals by Ionizable Calixcrown Nano-baskets

  • Mokhtari, Bahram;Pourabdollah, Kobra
    • Bulletin of the Korean Chemical Society
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    • v.32 no.11
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    • pp.3979-3990
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    • 2011
  • Eight ionizable nano-baskets of cone 25,26-di(carboxymethoxy)calix[4]arene-crown-3,4,5,6 were synthesized and were verified by $^1H$ and $^{13}C$ NMR spectroscopy, IR spectroscopy and elemental analysis. The competitive solvent extractions of alkali and alkaline earth metal cations were studied using such nano-baskets. The novelty of this study is including three binding units of calixarene's bowl, crown ether's ring and electron-donor ionizable moieties in a unique scaffold to assess the binding tendency towards the cations. The objective of this work is to study the extraction efficiency, selectivity and $pH_{1/2}$ of such complexes. The result of solvent extraction experiments indicated that these compounds were effective extractants of alkali and alkaline earth metal cations. Their selectivities were greatly influenced by the acidity of solution and the conformations of the calixcrown. One conformer was selective to $Na^+$ in pH ${\geq}$ 4, while the other was highly selective to $Ba^{2+}$ in pH 6 and upper.

Recovery of cesium ions from seawater using a porous silica-based ionic liquid impregnated adsorbent

  • Wu, Hao;Kudo, Tatsuya;Kim, Seong-Yun;Miwa, Misako;Matsuyama, Shigeo
    • Nuclear Engineering and Technology
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    • v.54 no.5
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    • pp.1597-1605
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    • 2022
  • A porous silica-based adsorbent was prepared by impregnating the pores of a silica support with the extractant 1,3-[(2,4-diethylheptylethoxy)oxy]-2,4-crown-6-calix[4]arene (Calix[4]arene-R14) and an additive agent 1-ethyl-3-methylimidazolium bis(trifluoromethylsulfonyl)imide (C2mim + NTf-2) as the materials to remove cesium(I) (Cs+) ions from seawater. The as-prepared adsorbent showed excellent adsorption performance toward Cs+ ions, with adsorption equilibrium reached within 2 h and an adsorption amount of 0.196 mmol/g observed. The solution pH, temperature, and the presence of coexisting metal ions were found to have almost no effect on Cs+ adsorption. The adsorption mechanism was considered to proceed via ion exchange between Cs+ and C2mim+. In addition, the particle-induced X-ray emission analysis results further clarified that the adsorbed Cs+ ion species on the adsorbent was in the form of both CsCl and CsBr.

Novel organic catalysts for nucleophilic fluorination including F-18 radiofluorination

  • Na, Hyeon Su;Kim, Dong Wook
    • Journal of Radiopharmaceuticals and Molecular Probes
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    • v.3 no.2
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    • pp.116-121
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    • 2017
  • To overcome the low reactivity and solubility of alkali metal fluorides (MFs), various types of phase transfer catalysts (PTCs) have been developed over the last decades. However, since the fluoride activated by such PTC sometimes has a strong basicity, it may cause various side reactions such as elimination reaction or hydroxylation reaction in the nucleophilic fluorination reaction. Also, they may cause separation problems in the compound purification process. In recent advanced study, various PTCs have been developed to solve these problem of conventional catalyst. In this review, we would like to introduce three kinds of novel multifunctional organic catalysts such as bis-tert-alcohol-functionalized crown-6-calix[4]arene (BACCA), easy separable pyrene-tagged ionic liquid (PIL) by reduced graphene oxide (rGO), and tri-tert-butanolamine organic catalyst.

Surface Plasmon Resonance Imaging Analysis of Hexahistidine-tagged Protein on the Gold Thin Film Coated with a Calix Crown Derivative

  • Chung, Bong-Hyun;Baek, Seung-Hak;Shin, Yong-Beom;Kim, Min-Gon;Ro, Hyeon-Su;Kim, Eun-Ki
    • Biotechnology and Bioprocess Engineering:BBE
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    • v.9 no.2
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    • pp.143-146
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    • 2004
  • A surface plasmon resonance (SPR) imaging system was constructed and used to detect the hexahistidine-ubiquitin-tagged human parathyroid hormone fragment (His$\sub$6/-Ub-hPTHF(1-34)) expressed in Escherichia coli. The hexahistidine-specific antibody was immobilized on a thin gold film coated with ProLinker$\^$TM/ B, a novel calixcrown derivative with a bifunctional coupling property that permits efficient immobilizaton of capture proteins on solid matrices. The soluble and insoluble fractions of an E. coli cell lysate were spotted onto the antibody-coated gold chip, which was then washed with buffer (pH 7.4) solution and dried. SPR imaging measurements were carried out to detect the expressed His$\sub$6/-Ub-hPTHF(1-34). There was no discernible protein image in the uninduced cell lysate, indicating that non-specific binding of contaminant proteins did not occur on the gold chip surface. It is expected that the approach used here to detect affinity-tagged recombinant proteins using an SPR imaging technique could be used as a powerful tool for the analyses of a number of proteins in a high-throughput mode.