• Title/Summary/Keyword: N, O-Schiff base

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Efficient Biomimetic Oxidative Decarboxylation of Some Carboxylic Acids Catalyzed by a Manganese (III) Schiff Base Complex

  • Nasr-Esfahani, Masoud;Montazerozohori, Morteza;Akhlaghi, Parisa
    • Bulletin of the Korean Chemical Society
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    • v.30 no.7
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    • pp.1583-1587
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    • 2009
  • The four dentate $N_2O_2$ Schiff base ligand of bis(2-hydroxyacetophenone)-1,2-propanediimine (BHAPN) and its manganese (III) complex were synthesized and identified by microanalysis, spectral data ($^1H$ NMR, MS, FT-IR and UV-Visible) and molar conductivity measurement. The mild and efficient homogeneous oxidative decarboxylation of some carboxylic acids by catalytic amount of this manganese (III) complex, using tetrabutylamonium periodate as a mild oxidant in chloroform at room temperature is reported. The catalyst used in this study showed good activity for the decarboxylation of the titled compounds.

Synthesis and Properties of Polydentate Schiff Base Ligands having $N_nO_2$ (n=3~5) Donor Atoms and their Transition Metal Complexes (여러자리 질소-산소계 시프염기 리간드와 전이금속착물의 합성 및 특성)

  • Kim, Sun-Deuk;Shin, Yun-Yeol;Park, Sung-Woo
    • Analytical Science and Technology
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    • v.11 no.5
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    • pp.366-373
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    • 1998
  • Polydentate Schiff base ligands, BSDT(1,9-bis(2-hydroxyphenyl)-2,5,8-triaza-1,8-nonadiene) having $N_3O_2$ atoms, BSTT(1,12-bis(2-hydroxyphenyl)-2,5,8,11-tetraaza-1,11-dodecadiene) having $N_4O_2$ atoms, BSTP(1,15-bis(2-hydroxyphenyl)-2,5,8,11,14-pentaaza-1,14-pentadodecadiene) having $N_5O_2$ atoms were synthesized. Protonation constants of these polydentate ligands were measured by potentiometry. Stability constants of the complexes between these ligands and the metal ions such as Cu(II), Ni(II) and Zn(II) were measured in DMSO by a polarographic method. It was observed that all metal(II) ions employed in this study formed 1:1 complexes with Schiff base ligands. Stability constants for the complex formation were in the order of Cu(II)>Ni(II)>Zn(II), and for the ligands were in the order of BSTP>BSTT>BSDT. There are due to the increase in the number of donor atoms. Both enthalpy and entropy changes were obtained in negative values. Exothermicity for the complex formation indicated tight binding between the ligands and metal ions. The negative entropy change would be related to the fact that solvent molecules are strongly interacting with the metal complexes.

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Synthesis and Characterization of Molybdenum(V) Complexes with Tridentate Schiff Bases

  • Jung Sook Kim;Bon Kweon Koo
    • Bulletin of the Korean Chemical Society
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    • v.13 no.5
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    • pp.507-511
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    • 1992
  • Six-coordinate molybdenum(V) complexes X[MoO$(NCS)_2$(L)], where X=$PyH^+$, $Me_4N^+$, $Et_4N^+$, n-$Bu_4N^+$, and L= the tridentate schiff base dianions derived from the condensation reaction between various salicylaldehydes and 2-aminophenol have been synthesized. The complexes have been characterized by elemental analysis, conductivity, UV-visible, IR, $^1H$-NMR, and mass spectroscopy. The coordination around the molybdenum appears to be distorted octahedral. A tridentate ligand containing the ONO donor atoms occupies meridional positions with the N atom trans to the terminal oxo group. Two NCS ligands bond to the molybdenum through the N atom and are cis to the Mo = $O_t$ group. The electrochemical behaviors of the complexes have also been investigated by cyclic voltammetry in dimethylsulfoxide.

Tetrameric Self-Assembly of a Cu(II) Complex Containing Schiff-Base Ligand and Its Unusually High Catecholase-like Activity

  • Sarkar, Shuranjan;Lee, Woo Ram;Hong, Chang Seop;Lee, Hong-In
    • Bulletin of the Korean Chemical Society
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    • v.34 no.9
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    • pp.2731-2736
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    • 2013
  • We report a new tetrameric supramolecular Cu(II) complex ($Cu_4L_4$ = tetrakis(N,N'-bis(salicylidene)-2,2'-ethylenedianiline)Copper(II)) with a Schiff-base ligand ($H_2L$ = N,N'-bis (salicylaldimine)-1,2-ethylenediamine) containing two N,O-bidentate chelate groups. Though the copper sites of $Cu_4L_4$ are non-coupled, the complex exhibits a unsually high catecholase-like activity ($k_{cat}=935h^{-1}$) when the $Cu_4L_4$ solution is treated with 3,5-di-tert-butylcatechol (3,5-DTBC) at basic condition in the presence of air. Combined information obtained from UV-VIS and EPR measurements could lead the suggestion of the reaction pathway in which the substrate may bind to Cu(II) ions by anti-anti didentate bridging mode.

Controlled Drug Delivery through O-Diethylaminoethyl Chitosan Membrane (O-디에칠아미노에칠 키토산막을 통한 약물방출조절)

  • Kim, Jin-Hong;Lee, Young-Moo
    • Journal of Pharmaceutical Investigation
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    • v.22 no.1
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    • pp.23-31
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    • 1992
  • A novel O-diethylaminoethyl chitosan (DEAE-chitosan) was synthesized via Schiff's reaction between chitosan and benzaldehyde. $C_2$ amino group was protected via Schiffs base reaction with benzaldehyde to form N-benzylidene chitosan. After reaction with diethylaminoethyl chloride, Schiffs base was removed by reacting O-diethylaminothyl-N-benzylidene chitosan and hydrochloric acid. Tensile strength of DEAE-chitosan was improved due to the incorporation of bulky side group in $C_6$ position of chitosan. DEAE-chitosan showed a pH-dependent swelling characteristics. Release rate of riboflavin was dependent on the water content of DEAE-chitosan that is a function of crosslinking degrees.

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Cyanide- and Phenoxo-Bridged Heterobimetallic Fe(III)-Mn(III) Coordination Polymer: Synthesis, Crystal Structures and Magnetic Properties

  • Zhang, Daopeng;Kong, Lingqian;Li, Yueyun;Wang, Ping;Chen, Xia
    • Bulletin of the Korean Chemical Society
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    • v.35 no.9
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    • pp.2684-2688
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    • 2014
  • Two two-dimensional cyanide- and phenoxo-bridged heterometallic M(II)-Mn(III) (M = Ni, Pd) coordination polymers $\{[Mn(saltmen)]_4[Ni(CN)_4]\}(ClO_4)_2{\cdot}CH_3OH{\cdot}H_2O$ (1) and $\{[Mn(saltmen)]_4[Pd(CN)_4]\}(ClO_4)_2{\cdot}CH_3CN{\cdot}H_2O$ (2) ($saltmen^{2-}$ = N,N'-(1,1,2,2-tetramethylethylene)bis(salicylideneaminato)dianion) have been obtained by using $K_2[M(CN)_4]$ as building blocks and a salen-tpye Schiff-base manganese(III) compound as assembling segment. Single X-ray analysis reveals their isostrutural cyanide-bridged $MMn_4$ pentanuclear cationic structure. The four Schiff base manganese units of the pentanuclear entity are self-complementary through the phenoxo oxygen atoms from the neighboring complex, therefore forming cyanide- and phenoxo-bridged 2D sheet-like structure. Investigation over magnetic susceptibilities reveals the overall ferromagnetic coupling between the adjacent Mn(III) ions bridged by the phenoxo oxygen atoms with J = 2.13 and $2.21cm^{-1}$ for complexes 1 and 2, respectively.

Electrochemical Properties of Nickel(II) Complexes with Multidentate N, O-Schiff Base Ligands (여러 자리 산소-질소계 시프염기 리간드 니켈(II)착물의 전기화학적 특성)

  • Kim, Sun-Deuk;Kim, Jun-Kwang;Roh, Soo-Gyun
    • Analytical Science and Technology
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    • v.10 no.4
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    • pp.246-255
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    • 1997
  • A series of Ni(II) complexes with multidentate N, O-Schiff base ligands: ie [bis-(salicylaldehyde) ethylenediamine(SED), bis-(salicylaldehyde) propylenediamine(SPD), bis-(salicylaldehyde) dietrylenetriamine(SDT), and bis-(salicylaldehyde) triethylenetetraamine(STT)] and Ni(II) complexes were synthesized. The Ni(II) complexes were characterized by elemental analysis, IR, UV-Vis and mass spectrometry. The stability constants of each nickel (II) complexes were determined by potentiometry in 70% dioxane-30% $H_2O$ and ethanol. The stability constants of Nickel(II) complexs increased in the order of Ni(II)-SPD

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Synthesis, Spectral Characterization, Electron Microscopic Study and Influence on the Thermal Stability of Phosphorus-containing Dendrimer with a 4,4'-Sulphonyldiphenol at the Core

  • Dadapeer, Echchukattula;Rasheed, Syed;Raju, Chamarthi Naga
    • Bulletin of the Korean Chemical Society
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    • v.32 no.2
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    • pp.498-502
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    • 2011
  • The divergent synthesis of novel phosphorus-containing dendrimer with 4,4'-sulphonyldiphenol at the core has been accomplished involving simple condensation reactions using $P(O)Cl_3$, $P(S)Cl_3$, 3-amino-phenol, 3-hydroxy-benzaldehyde, and 2-butyn 1, 4-diol. The final compound was a Schiff's base macromolecule possessing 4 imine bonds, 8 acetylenic bonds and 8 OH groups at the periphery. The structures of intermediate compounds were confirmed by IR, NMR ($^1H$, $^{13}C$ and $^{31}P$), LC-Mass and C, H, N analysis. The structure of the final dendrimer (5) was confirmed by IR, NMR ($^1H$, $^{13}C$ and $^{31}P$), MALDI-TOF-MS, and C, H, N analysis. The surface morphological characteristics of the final dendrimer were understood by Scanning Electronic Microscopic study (SEM). The thermal stability of the final dendrimer was studied by TGA/DTA analysis.

Palladium(II) Schiff Base Complexes Derived from Allylamine and Vinylaniline

  • Uh, Yoon-Seo;Zhang, Hai-Wen;Vogels, Christopher M.;Decken, Andreae;Westcott, Stephen A.
    • Bulletin of the Korean Chemical Society
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    • v.25 no.7
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    • pp.986-990
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    • 2004
  • Condensation of salicylaldehyde $(2-HOC_6H_4C(O)H)$ with allylamine afforded the unsaturated salicylaldimine, $2-HOC_6H_4C(H)=NCH_2CH=CH_2$. Similar reactivity was observed with substituted salicylaldehydes. Further reaction of these Schiff bases with palladium acetate or $Na_2PdCl_4$ afforded complexes of the type $PdL_2$, where L = deprotonated Schiff base. The molecular structure of the parent salicylaldimine palladium complex $[trans-(2-OC_6H_4C(H)=NCH_2CH=CH_2)_2Pd]$ (1) was characterized by an X-ray diffraction study. Crystals of 1 were monoclinic, space group $P2_1/n,\;a\;=\;14.0005(9)\;{\AA},\;b\;=7.2964(5)\;{\AA},\;c\;=\;17.5103(12)\;{\AA},\;{\beta}\;=\;100.189(1)^{\circ}$, Z = 4. Analogous chemistry with 4-vinylaniline also gave novel palladium complexes containing a pendant styryl group. Crystals of $[trans-(2-HOC_6H_4C(H)=N-4-C_6H_4CH=CH_2)_2Pd]$ (4) were monoclinic, space group $P2_1/c$, a = 13.7710(14) ${\AA}$, b = 11.0348(11) ${\AA}$, c = 7.8192(8) ${\AA}$, ${\beta}\;=\;98.817(2)^{\circ}$, Z = 2.

Synthesis, Crystal Structure and Quantum Chemistry of a Novel Schiff Base N-(2,4-Dinitro-phenyl)-N'-(1-phenyl-ethylidene)-hydrazine

  • Ji, Ning-Ning;Shi, Zhi-Qiang;Zhao, Ren-Gao;Zheng, Ze-Bao;Li, Zhi-Feng
    • Bulletin of the Korean Chemical Society
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    • v.31 no.4
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    • pp.881-886
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    • 2010
  • A novel Schiff base N-(2,4-dinitro-phenyl)-N'-(1-phenyl-ethylidene)-hydrazine has been synthesized and structurally characterized by X-ray single crystal diffraction, elemental analysis, IR spectra and UV-vis spectrum. The crystal belongs to monoclinic with space group P21/n. The molecules are connected via intermolecular O-$H{\cdots}O$ hydrogen bonds into 1D infinite chains. The crystal structure is consolidated by the intramolecular N-$H{\cdots}O$ hydrogen bonds. weak intermolecular C-$H{\cdots}O$ hydrogen bonds link the molecules into intriguing 3D framework. Furthermore, Density functional theory (DFT) calculations of the structure, stabilities, orbital energies, composition characteristics of some frontier molecular orbitals and Mulliken charge distributions of the title compound were performed by means of Gaussian 03W package and taking B3LYP/6-31G(d) basis set. The time-dependent DFT calculations have been employed to calculate the electronic spectrum of the title compound, and the UV-vis spectra has been discussed on this basis. The results show that DFT method at B3LYP/6-31G(d) level can well reproduce the structure of the title compound.