• Title/Summary/Keyword: Imines

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Synthesis and Modification of Novel Iminecalix[4]arene Derivatives

  • Nimse, Satish Balasaheb;Kim, Jun-Bae;Lee, Jeong-Tae;Song, Keum-Soo;Kim, Jung-Hoon;Ta, Van-Thao;Nguyen, Van-Thuan;Kim, Tai-Sun
    • Bulletin of the Korean Chemical Society
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    • v.32 no.4
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    • pp.1143-1145
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    • 2011
  • The synthesis of novel iminecalix[4]arenes and further modification thereafter is described using a synthetic strategy. The reaction of the benzaldehyde derivatives with tetraamine functions on the calix[4]arene easily afforded the pure compounds in 92.4-95.7% yields, regardless of the effect of the substituents on the benzaldehyde derivatives. These compounds were stable under the conditions to obtain their analogue dialkylated in the narrow rim, with 83.2-89.9% yields. Characterization of the newly synthesized iminecalix[4]arene derivatives by spectroscopic methods revealed that all compounds are in the cone conformations.

Metal Complexes of Ambidentate Ligand (VIII). Ni (II) and Pd (II) Complexes of Isonitrosomethylacetoacetate Imines (Ambidentate 리간드의 금속착물 (제 8 보). Isonitrosomethylacetoacetate Imine 리간드의 니켈(II) 및 팔라듐(II) 착물)

  • Bon-Chang Goo;Gang-Yeol Choi;Man-Ho Lee;In-Whan Kim
    • Journal of the Korean Chemical Society
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    • v.37 no.7
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    • pp.662-671
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    • 1993
  • New Ni(II) and Pd(II) complexes of isonitrosomethylacetoacetate imine derivatives, Ni(IMAA-NH)(IMAA-NH'), Ni(IMAA-NH)(IMAA-NR), $Pd(IMAA-NH)_2\;and Pd(IMAA-NR)_2(R=CH_3,\;C_2H_5,\;n-C_3H_7,\;n-C_4H_9,\;or\;CH_2C_6H_5)$, where H-IMAA-NH and H-IMAA-NR represent isonitrosomethylacetoacetate imine and N-alkylisonitrosomethylacetoacetate imine derivative, respectively, have been prepared and the structures of the complexes have been studied by elemental analyses, electronic, infrared, and $^1H-\;and\;^{13}C-NMR$ spectroscopies.

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The Synthesis of 2-Methyl-5,5'-gem-Disubstituted-${\Delta}^2$-Thiazolines (2-Methyl-5,5'-gem-Disubstituted-${\Delta}^2$-Thiazoline系 化合物의 合成)

  • Chi Sun Hahn
    • Journal of the Korean Chemical Society
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    • v.7 no.4
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    • pp.230-237
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    • 1963
  • The synthesis of 2-methyl-5,5'-gem-disubstituted-$\Delta^2$-thiazolines has been undertaken by two methods. The first involves the preparation of gem-disubstituted N-or S-acetylamino mercaptan intermediates by ring opening of the corresponding thiiranes with ammonia. The second consists of the ring opening of gem-disubstituted ethylene imines using thiolacetic acid. The thiirane rings have never been opened under conditions as vigorous as that of using sodium amide in liquid ammonia. This is probably due to retardation by the gem-disubstituents. In contrast to this, the corresponding ethylene imine ring opens easily, in spite of the same stereochemical situation. The stabilization of gem-disubstituted cyclic compounds has been discussed from a stereochemical point of view. It has been concluded from the results of this work that the compression effect of gem-disubstitution is not due to bond angle deformation, which was observed by Thorpe and Ingold, but mostly to an electronic bond interaction of the gem-disubstituents and to the hetero atom(s), if any.

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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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Selective Oxidation of Amines to Imines or Nitriles by Manganese Dioxide in Air (공기 중에서 망간 다이옥사이드에 의한 아민에서 이민 또는 나이트릴로의 선택적 산화 반응)

  • Kim, Yo Han;Hwang, Seung Kyu;Lee, Yoon Sik;Kim, Jung Won
    • Applied Chemistry for Engineering
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    • v.25 no.2
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    • pp.215-221
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    • 2014
  • A simple heterogeneous system has been developed by using base treated manganese dioxide (B-$MnO_2$) for the aerobic oxidation of amines under mild reaction conditions of 1 atm of air and $50^{\circ}C$ in hexane. This system was highly efficient to oxidize various kinds of primary or secondary amines including aliphatic, aromatic, and hetero-atomic ones under the applied reaction conditions. Amines were oxidized to nitriles or diimines by the self-condensation or oxidative dehydrogenation through imine intermediate. The B-$MnO_2$ was reused for at least 5 times without any loss of its catalytic performance and showed its cost effectiveness, easy workup, and easy separation of the products for achieving the protocol of green chemistry.

Metal Complexes of Ambidentate Ligand (VI). Palladium(II) Complexes of Isonitrosoethylacetoacetate Imines (Ambidentate 리간드의 금속착물 (제 6 보). Isonitrosoethylacetoacetate Imine 리간드의 팔라듐 (II) 착물)

  • Jun Young-Sook;Lee Man-Ho;Kim In-Whan;Kim Soo-Han
    • Journal of the Korean Chemical Society
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    • v.35 no.4
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    • pp.368-373
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    • 1991
  • Palladium(II) complexes of the type Pd(IEAA-NR)$_2$ (R = H, CH$_3$, C$_2$H$_5$, n-C$_3$H$_7$, n-C$_4$H$_9$, or CH$_2$C$_6$H$_5$), where IEAA-NR represents N-alkyl derivative of isonitrosoethylacetoacetate (H-IEAA) imine, have been prepared. And the structure of the complexes have been studied by elemental analyses, electronic, infrared, $^1$H and $^{13}$C-NMR spectra. It is proposed that both of IEAA-NR ligands coordinate to metal through nitrogens of imine and isonitroso groups to form 5-membered chelate rings in the complexes.

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Electrochemical Behaviour of (2,4-difluoro-phenyl)-(2-phenyl-1H-quinolin-4-ylidene)-amine in Aprotic Media (비양자성 매개물에서 (2, 4-difluoro-phenyl)-(2-phenyl-1H-quinolin-4-ylidene)-amine의 전기화학적 반응)

  • Kumari, Mamta;Sharma, D.K.
    • Journal of the Korean Chemical Society
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    • v.55 no.1
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    • pp.50-56
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    • 2011
  • The electrochemical reduction of (2,4-difluoro-phenyl)-(2-phenyl-1H-quinolin-4-ylidene)-amine was investigated in 0.1 M tetrabutylammoniumbromide in N,N-dimethylformamide at glassy carbon electrode (GCE) using the technique of cyclic voltammetry at the room temperature (290 K). The reduction of imines occurs in two successive steps, involving one electron in each. In this medium the first peak was observed at about -0.793 V (vs Ag/$Ag^+$) at the glassy carbon electrode surface, which is more stable and well defined as compared to the second peak. The diffusion coefficient ($D_0$) of imine in the investigated solvent media has been calculated using the modified Randles-Sevcik equation. The electron transfer coefficient ($\alpha$) of the reactant species has also been calculated.