• Title/Summary/Keyword: Imine synthesis

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Synthesis, Molecular Structure and Mesomorphic Phase Behavior of${\eta}^1$-Benzylideneaniline Palladium(II) Complexes

  • Yu, Yong Sik;Im, Jun Hwan;Han, Bong Hwan;Lee, Myeong Su;Choe, Mun Geun
    • Bulletin of the Korean Chemical Society
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    • v.22 no.12
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    • pp.1350-1360
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    • 2001
  • The synthesis and characterization of very stable Pd(Ⅱ) η1-imine complexes of bis(3,4-dialkyloxybenzylidene-3', 4'-dialkyloxyaniline)dichloropalladium(Ⅱ) with alkyl chain of hexyl (8), octyl (9), decyl (10) and dodecyl (11) groups, a nd of bis(4-ethyloxybenzylidene-4'-ethyloxyaniline)dichloropalladium(Ⅱ) as a model complex are described. The molecular structure with twisted board-like geometry of the complex resulting from the coordination of Pd(Ⅱ) with η1-imine bonding was confirmed by X-ray crystallographic analysis of the model complex. In contrast to the imine ligands, all the complexes with an exception of 11 display a thermally stable monotropic smectic A mesophase without any decomposition of the complex. These results, characterized by a combination of differential scanning calorimetry, optical polarized microscopy, and powder X-ray scattering experiments, are discussed.

Reaction Monitoring of Imine Synthesis Using Raman Spectroscopy

  • Lee, Moon-Kwon;Kim, Hye-Sung;Rhee, Hak-June;Choo, Jae-Bum
    • Bulletin of the Korean Chemical Society
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    • v.24 no.2
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    • pp.205-208
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    • 2003
  • Laser-induced Raman spectroscopy has been utilized to demonstrate its feasibility for studying the kinetics of imine formation in chloroform solvent. The imine formation, by the nucleophilic addition of primary amine to the carbonyl group of ketone, has been monitored at ten minute intervals for eight hours. The intensity of the C=O stretching mode at 1684 $cm^{-1}$ was measured to determine the rate constant of the reaction. In order to correct the sample-to-sample fluctuations in Raman peak area, this peak was normalized to the C-Cl bending peak at 666 $cm^{-1}$. By the peak area change during the course of reaction, the second order rates at three different temperatures have been determined. The substituent effects on the π conjugations of imine product have also been investigated. On the basis of Raman frequency shifts, the delocalization properties of the aromatic system modified by substitution of a hydrogen atom with -Cl and $-CH_3O$ groups could be clearly understood.

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 Pyrrolo[2,3-c]acridines

  • Munawar Ali Munawar;Paul W. Groundwater
    • Bulletin of the Korean Chemical Society
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    • v.20 no.4
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    • pp.456-458
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    • 1999
  • The synthesis of 6-amino-3-benzylpyrrolo[2,3-c]acridine (9) and its 8,9-dimethoxy derivative (10) from N-benzyl-4,5,6,7-tetrahydroindol-4-one and anthranilonitriles, via imine formation followed by cyclization and aromatisation, is described.

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.

Synthesis of Novel Taxol Analogues with Heterocylclic Amino Moieties (헤테로환성 아민기를 갖는 신규 택솔유도체의 합성)

  • 박해일
    • YAKHAK HOEJI
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    • v.45 no.4
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    • pp.321-327
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    • 2001
  • The synthesis of novel taxol analogues with an amine moiety at the 7- and 10-positions to examine the BBB penetration was described. The analogues were synthesized from 2'-O-(tert-butyldim-ethylsilyl)taxol and 2'-0-(tert-butyldimethylsilyl) -7-O-(triethylsilyl)-10-deacetyltaxol, the key intermediates, in 2 steps via the esterification with heterocyclic amino acids and the subsequent desilylation reaction.

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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 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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