• Title/Summary/Keyword: Imine

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Synthesis and Structure of Nickel(II) Complex with N-Benzylisonitrosoacetylacetone Imine (N-Benzylisonitrosoacetylacetone Imine Ni(II) 착물의 합성 및 구조)

  • Byung Kyo Lee;Dae Sub O;Heung Lark Lee
    • Journal of the Korean Chemical Society
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    • v.32 no.6
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    • pp.536-542
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    • 1988
  • A nickel(Ⅱ) complex, Ni(IAA-NBz) (IAA-NBz') with ligand, N-benzylisonitrosoacetyl acetone imine (H-IAA-NBz) has been synthesized. This complex is very stable at room temperature and has cis-form and trans-form isomers. The ratio of nickel (Ⅱ) ion and ligand combined is 1 : 2. The elemental analysis, ir, nmr. electronic spectra and mass spectra have been studied. It is suggested from these studies that the isonitroso group of one ligand, H-IAA-NBz coordinates to nickel(Ⅱ)ion through the nitrogen atom to form five-membered ring, while that of the other ligand, H-IAA-NBz coordinates to nickel (Ⅱ) ion through the oxygen atom to form six-membered ring in square-planar complex.

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Stereoselective Recognition of Amino Alcohols and Amino Acids by Carbonylurea- and Carbonyguanidinium-based Imine Receptors

  • Nandhakumar, Raju;Ahn, Yun-Soo;Yoon, Hoe-Jin;Kim, Kwan-Mook
    • Bulletin of the Korean Chemical Society
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    • v.30 no.12
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    • pp.2938-2942
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    • 2009
  • New receptors 1-3 that bind stereoselectively amino alcohols and convert chirality of amino acidsvia imine bond formation were synthesized. The receptors have uryl (1), thiouryl (2) and guanidinium (3) groups all with additional phenylcarbonyl motifs, which are effective hydrogen bonding donors and play a key role in the stereoselective recognitions. The stereoselectivities were measured from the integration of $^1HNMR$ peaks. Compound 1 and 2 showed the stereoselectivities for the imine formation with amino alcohols ($K_R/K_S$) in the range of 2${\sim}$4, and compound 3 in the range of 4${\sim}$8. Chirality conversion efficienciesof 1-3 for amino acids, i.e. D/L ratio at equilibrium, are in the range of 1.5${\sim}$5.6, showing a little higher efficiency with 3. The additional phenylcarbonyl motifs in 1-3 were revealed not to contribute to significant enhancement of the selectivities.

Syntheses Bis or Tri Crown Ethers Containing Imine Group(V) (이민기를 포함하는 비스 또는 트리 크라운에테르의 합성 (V))

  • Chang, Seung-Hyun;Kim, Jung-Sung
    • Proceedings of the Korean Institute of Electrical and Electronic Material Engineers Conference
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    • 2003.08a
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    • pp.110-113
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    • 2003
  • We report herein synthetic results obtained six new types of bis-benzocrown ethers containing imine group. Bis crown ethers l~3 are aminobenzo-15-crown-5-ether linked with terephthalaldehyde, isophthalaldehyde, phthaldehyde respectively by imine reaction. Bis crown ethers l~3 are different distances in each crown ether rings. Bis crown ether 4 has large cavity in crown ethers. Functionalized crown ether 5 is synthesized amonobenzo-l5-crown-5-ether and terephthaladehyde same ratio at one to one. Bis crown ether 6 has phothosensitive linkage between crown ethers. Bis crown ether 7 is prepared by amonobenzo-l5-crown-5-ether and triethyl ortho formate. 4'-Nitrobenzo-crown ethers and 3',4'-dinitrobenzo-crown ethers were prepared by nitration of benzo crown ethers, obtained from the reaction of catechol and oligoethylene glycol ditosylate. Crown ethers containing aldehyde group were synthesized from the reaction of 3,4-dihydroxybenzaldehyde and corresponding ditosylate respectively. The synthesized crown ethers were characterized respectively by IR, NMR. GC-Mass.

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Synthesis and Fluorescent Properties of New Host Compound Containing Anthracene Moiety (안트라센이 포함된 새로운 호스트 화합물의 합성과 물성)

  • Chang, Seung-Hyun
    • Journal of Environmental Science International
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    • v.17 no.12
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    • pp.1373-1380
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    • 2008
  • Anthracene appended new host compounds have been synthesized by imine reaction. Fluorescent open chain host compounds Trisanthryl-tris(2-aminoethyl)imine 1 was synthesized from the reaction of tris(2-aminoethyl)amine and anthracene-9-carboxaldehyde in EtOH. Tris-10-chloroanthryl-tris(2-aminoethyl)imine 2 was synthesized from tris(2-aminoethyl)amine and 10-chloro-9-anthraldehyde in EtOH. The structures of all reaction product were identified by $^1H$ NMR, $^{13}C$ NMR, GC/MS, FAB Mass, IR spectrum and DSC. Cation complexation behavior was investigated by fluorescence spectroscopy measurements. The capability of transition metals cation recognition between fluorescent open chain host compound 1, 2 were investigated with $Co^{2+},\;Ni^{2+}\;and\;Cu^{2+}$. The fluorescence intensity was increased by host compounds corresponding guest cations. The relative order of fluorescence intensity changes were $Co^{2+}>Cu^{2+}>Ni^{2+}$. Compound 2 is very sensitive fluorescent sensor of $Co^{2+}$ ion.

Synthesis and Catalytic Properties of Imidazole-Functionalized Poly(propylene imine)Dendrimers

  • Baker, Lane A.;Sun, Li;Crooks, Richard M.
    • Bulletin of the Korean Chemical Society
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    • v.23 no.5
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    • pp.647-654
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    • 2002
  • The synthesis and characterization of third- and fifth-generation poly(propylene imine) dendrimers terminated with imidazole moieties is reported. Functionalization was achieved using simple peptide coupling reagents. These materials were characte rized by MALDI-MS, NMR, and titration. The use of these endgroup-functionalized dendrimers as catalysts for the hydrolysis of 2,4-dinitrophenyl acetate is described. Molecular simulations provide a basis for interpreting the catalytic data.

Synthesis of Dienamides via the Reaction of Nitrile with Allylindium Reagents and Intramolecular Acyl Group Quenching Cascade

  • Kim, Sung-Hwan;Kim, Yu-Mi;Kim, Jae-Nyoung
    • Bulletin of the Korean Chemical Society
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    • v.31 no.8
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    • pp.2351-2356
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    • 2010
  • Various dienamide derivatives were synthesized in reasonable yields from benzonitriles having an amide moiety at the ortho-position, via the sequential (i) In-mediated allylation of nitrile moiety to form an imine intermediate, (ii) intramolecular quenching of an acyl group by the imine intermediate, and (iii) a proton transfer to dienamide.

Spectrophotometric Study of Copper Complex of N-Benzylisonitrosoacetylacetone Imine (N-Benzylisonitrosoacetylacetone Imine의 구리착물에 대한 분광광도법적 연구)

  • Byung Kyo Lee;Dae Sub O;Heung Rak Lee
    • Journal of the Korean Chemical Society
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    • v.30 no.2
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    • pp.201-206
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    • 1986
  • A new analytical reagent N-benzylisonitrosoacetylacetone imine (H-IAA-N-Bz) has been synthesized and identified its structure by IR, NMR and mass spectra. H-IAA-N-Bz forms a copper chloroform-soluble complex in a basic aqueous solution (pH = 7.0∼10.0). The other optimum conditions for the spectrophotometric study of the copper complex have been determined at 420nm. Beer's law is obeyed below the concentration of 64$\mu$g of copper per 10ml of chloroform. The composition of the copper complex has been found to be $Cu(IAA-N-Bz)_2$ and the over-all stability constant is calculated to be $8.55 {\times} 10^6$. The molar absorption coefficient, $\varepsilon$ of the $Cu-(IAA-N-Bz)_2 $complex is 3500l/$cm{\cdot}mol$.

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A Study on the Solvent Extraction Mechanism of Nickel(Ⅱ) with N-Benzylisonitrosoacetylacetone Imine by Spectrophotometry (분광광도법에 의한 Ni(Ⅱ)-N-Benzylisonitrosoacetylacetone Imine착물의 용매추출 반응메카니즘)

  • Heung Lark Lee;Zun Ung Bae;Dong-Gyu Kim
    • Journal of the Korean Chemical Society
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    • v.36 no.4
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    • pp.546-551
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    • 1992
  • Reaction mechanism on the solvent extraction of nickel(Ⅱ) with N-benzylisonitrosoacetylacetone imine(HIAANB) was studied spectrophotometrically. Absorbance was measured by changing the ligand HIAANB concentration in the chloroform organic phase and the pH values in the agueous solution phase. From the absorbance data, the reaction rate was found to be the first order for HIAANB concentration and the inverse first one for [$H^+$]. The rate determining step of the extraction reaction and the rate equation are as follows; $Ni^{2+}$+HIAANB ${\to}$ Ni-IAANB$^+$$H^+$ -d[Ni$^{2+}$] / dt = K'[Ni$^{2+}$][HIAANB]$_0$ / [H$^+$] Calibration curve for the spectrophotometric determination of nickel(Ⅱ) ion in the aqueous solution was linear below the concentration of 1.17 ppm at the optimum experimental condition. And the ligand-to-metal ratio, the relationship between extractability and pH of the aqueous phase, and the effect of diverse ion on the determination of nickel(Ⅱ) ion were examined.

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