• Title/Summary/Keyword: Imine Group

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A Study on the Elution Behavior of some Metal-N-Alkylisonitrosoacetylacetone imine Chelates by Reversed Phase High Performance Liquid Chromatography (역상 액체 크로마토그래피에 의한 몇 가지 금속-N-Alkylisonitrosoacetylacetone imine 킬레이트의 용리거동에 관한 연구)

  • Kim, Yong Jun;Kewon, Ji Hae;Lee, Won
    • Analytical Science and Technology
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    • v.5 no.1
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    • pp.63-71
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    • 1992
  • Liquid chromatographic behavior of Pd(II), Ni(II) and Co(III) in N-Alkylisonitrosoacetylacetone imine(HIAA-NR) chelates was investigated by reversed phase high perfomance liquid chromatography. The optimum conditions for the separation of IAA-NR-metal chelates were examined respect to the flow rate and mobile phase strength. The metal-N-Alkylisonitrosoacetylacetone imine chelates in solution were successfully separated on Novapak $C_{18}$ column using acetonitrile/water mixture as mobile phase. The elution order of chelates is methyl>ethyl>propyl>butyl as N-alkyl group for ligand is varied. It was found that all IAA-NR-metal chelates were eluted in an acceptable range of capacity factor value($0{\leq}log\;k^{\prime}{\leq}1$). The dependence of log k' on the volume fraction of water in the binary mobile phase was examined. Also, the dependence of k' on the liquid-liquid extraction distribution ratio(Dc) in acetonitrile-water-alkane extraction system was investigated for IAA-NR-metal chelate. Both kinds of dependence are linear, which suggests that the retention of the electroneutral metal chelates on Novapak $C_{18}$ column is largely due to the hydrophobic effect.

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Metal Complexes of Ambidentate Ligands (I). Nickel(II) Complexes of Isonitrosobenzoylacetone Imine Derivatives (Ambidentate Ligand의 금속 착물 (제1보). Isonitrosobenzoylacetone Imine 유도체와 니켈(Ⅱ)의 착물)

  • Man Ho Lee;Dae Sub Oh;Kwang Woo Lee
    • Journal of the Korean Chemical Society
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    • v.22 no.1
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    • pp.19-24
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    • 1978
  • Novel nickel(II) complexes of the type Ni(IBA-NH)(IBA-NR), where IBA-NH and IBA-NR (R=H, methyl, ethyl, n-propyl, iso-propyl, n-butyl or benzyl) represent isonitrosobenzoylacetone imine and its N-alkyl derivative respectively, have been prepared. The ir, nmr, and electronic spectra and magnetic moment of the nickel(II) complexes have been studied. It has been determined that the isonitroso group of IBA-NH coordinates to nickel through the oxygen to form 6-membered chelate ring and that of IBA-NR coordinates to nickel through the nitrogen to form 5-membered ring in square-planar Ni(IBA-NH) (IBA-NR). The coordination manner of the ligands is similar to that of isonitrosoacetylacetone imines obtained by Bose, et al.

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Metal Complexes of Ambidentate Ligands (Ⅲ). Palladium (Ⅱ) Complexes of Isonitrosobenzoylacetone Imine Derivatives (Ambidentate 리간드의 금속착물 (제 3보). Isonitrosobenzoylacetone Imine 유도체와 팔라듐(Ⅱ)의 착물)

  • Tae Sub O;Man Ho Lee;Su Han Kim;Jung Hak Park;Hae Woon Lee
    • Journal of the Korean Chemical Society
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    • v.26 no.1
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    • pp.31-35
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    • 1982
  • Novel palladium(II) complexes of the type Pd(IBA-NH)(IBA-NH') and Pd(IBA-NR)2, where IBA-NH and IBA-NR (R: methyl, ethyl, n-propyl, n-butyl, benzyl) represent isonitrosobenzoylacetone imine and its N-alkyl derivatives respectively, have been prepared. The ir, nmr, and electronic spectra of the palladium(Ⅱ) complexes have been studied. It has been determined that the isonitroso group of IBA-NH coordinates to palladium through the oxygen to form 6-membered chelate ring and that of IBA-NH' coordinates to palladium through the nitrogen to form 5-membered ring in square-planar Pd(IBA-NH)(IBA-NH') and it also has been determined that the isonitroso groups of two IBA-NR coordinates to palladium through the nitrogen to form 5-membered rings in square-planar Pd$(IBA-NR)_2$. The coordination manner of the ligands is similar to that of isonitrosoacetylacetone imines obtained by Bose, et $al.^5$.

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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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Preparation and Characterization of Tin(II) Complexes with Isomeric Series of Schiff Bases as Ligands

  • Refat, M. S.;Sadeek, S. A.
    • Journal of the Korean Chemical Society
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    • v.50 no.2
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    • pp.107-115
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    • 2006
  • Complexes of Sn(II) with L1 = acac-o-phdnH2 [N,N'-o-phenylene bis(acetylacetoneimine)], L2 = acac-m-phdnH2 [N,N'-m-phenylene bis(acetylacetoneimine)] and L3 = acac-p-phdnH2 [N,N'-p-phenylene bis(acetylacetoneimine)] have been prepared and characterized by elemental analyses, vibrational, electronic spectra and thermal studies (TGA and DTA). Vibrational spectra indicated the coordination mode of imine and carbonyl oxygen for ligands giving (ONNO) that belong to C2V point group symmetry. The [Sn(L3)] complex has a maximum activation energy and [Sn(L2)] complex has a minimum activation energy.

New Yellow Aromatic Imine Derivatives Based on Organic Semiconductor Compounds for Image Sensor Color Filters (이미지 센서 컬러 필터용 유기반도체 화합물 기반의 신규 황색 아로마틱 이민 유도체)

  • Sunwoo Park;Joo Hwan Kim;Sangwook Park;Godi Mahendra;Jaehyun Lee;Jongwook Park
    • Applied Chemistry for Engineering
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    • v.34 no.6
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    • pp.590-595
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    • 2023
  • Novel aromatic imine derivatives with yellow were designed and synthesized for their potential application in color filters for image sensors. The synthesized compounds possessed chemical structures using aromatic imine groups. This innovative material was evaluated thoroughly, considering its optical and thermal properties under conditions similar to commercial device manufacturing processes. Following a rigorous performance evaluation, it was found that (E)-3-methyl-4-((3-methyl-5-oxo-1-phenyl-1H-pyrazol-4(5H)-ylidene)methyl)-1-phenyl-1H-pyrazol-5(4H)-one, abbreviated as MOPMPO, exhibited an impressive solubility of 0.5 wt% in propylene glycol monomethyl ether acetate, predominantly utilized as the solvent in the industry. Furthermore, MOPMPO showed exceptional performance as a color filter material for image sensors, having a high decomposition temperature of 290 ℃. These data unequivocally establish MOPMPO as a viable yellow dye additive for coloring materials in image sensor applications.

Synthesis and Identification of Novel Pyrazoline and Its Anti-cancer Property (새로운 피라졸린 화합물의 합성과 구조결정 및 항암효과)

  • Koh, Dong-Soo
    • Journal of Applied Biological Chemistry
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    • v.54 no.2
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    • pp.143-146
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    • 2011
  • Novel pyrazoline (4) was synthesized from chalcone (3) which was prepared from 2'-hydroxy-l'acetonaphthone (1) and 4-methoxy benzaldehyde (2). Pyrazoline (4) forms resonance assisted hydrogen bond between naphthol hydroxyl group and imine nitrogen in a pyrazoline ring. Pyrazoline (4) shows Poly ADP-ribose Polymerase (PARP) cleavage ability as a proof of apoptosis in cancer cell, which reveals its anti-cancer property.

Total synthesis of Antofine by using Intramolecular 1.3-dipolar cycloaddition of Azidealkene

  • Lee, Jae-Kwang;Lee, Tae-Ho;Song , So-Young
    • Proceedings of the PSK Conference
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    • 2002.10a
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    • pp.362.2-362.2
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    • 2002
  • Antofine belongs to the Phenathroindolizidine group of alkaloids. This natural products exhibit interesting biological properties such as antitumour activity. and anti-inflammentory. Wittig reaction of phenathrenealdehyde with the phosponium salt provided the phenathreneazidealkene in good yield. Intramolecular 1.3-dipolar cycloaddition of the resulting azidealkent in refluxing benzene proceeded the imine. It was reduced with cyanoborohydride of Noyori's Asymmetric Hydrogenation. (omitted)

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Synthesis of ($\pm$)-Methyl-(1-aryl-4-pyridin-3-yl-but-3-enyl)-amines

  • Jang, Jin-Hee;Sin, Kwan-Seog;Park, Hae-Il
    • Archives of Pharmacal Research
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    • v.24 no.6
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    • pp.503-507
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    • 2001
  • trans-Metanicotine, a subtype (${\alpha}_4{\beta}_2$)-selective ligand for neuronal nicotinic acetylcholine receptor, is under clinical phase for Alzheimer's disease. An efficient synthetic route for ($\pm$)-methyl-(1-aryl-4-pyridin-3-yl-but-3-enyl)-am ices, derivatives of tracts-metanicotine, was explored. Allylation reaction of aryl aldimines with allylmagnesium bromide in THF gave ($\pm$)-methyl-(1-aryl-but-3-enyl)-amines. Protection of the amines with the Boc group and following Heck reaction of the N-Boc amines with 3-bromopyridine gave ($\pm$)-methyl-(1-aryl-4-pyridin-3-yl-but-3-enyl)-carbamic acid tert-butyl esters. Deprotection of the N-Boc group in aqueous 1 N-HCI solution gave the titled amines in good yields. Thus, trans-metanicotine analogues modified at the ${\alpha}-position$ of the methylamino group with amyl groups were obtained in 5 steps.

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Excited State Proton Transfers and Subsequent Electron Rearrangement of Aqueous 6-Hydroxyquinoline

  • 유현웅;권혁진;장두전
    • Bulletin of the Korean Chemical Society
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    • v.18 no.2
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    • pp.156-161
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    • 1997
  • Aqueous 6-hydroxyquinoline in the first excited singlet state undergoes protonation to the imine group first in 15 ps, then in the time scale of 40 ps deprotonation from the enol group and finally, however, quickly as in 11 ps electron rearrangement to change into a resonance hybrid structure of quinoid-prevailing forms. Despite the fact that the decay time constant is smaller than the formation time constant, fluorescence from excited protropic zwitterion is observed to assign its maximum at 510 nm. The electron rearrangement is basically an intramolecular charge transfer from the deprotonated oxygen atom to the positively charged iminium ring without any notable change in nuclear geometry, producing a zwitterionic quinoid structure with much a smaller electric dipole moment than the zwitterionic protropic species. This photoproduct formed by consecutive excited state proton and electron transfers shows a smaller dipole moment in S1 than in S0 and a hypsochromic shift although its S1 state has (π, π*) character.