Synthesis and Application of Macrocyclic and Macroacyclic Schiff Bases.

Guerriero, P.; Vigato, P.A.; Fenton, David E.; Hellier, Paul C.; Abildgaard, Frits; Led, Jens J.; Christensen, S. Brøgger

doi:10.3891/acta.chem.scand.46-1025

Cited by 123 publications

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“…The fragment of the mass spectrum of the ligand(L): 101ðC 7 The mass spectra of the ligands and its Co III complex were shown in Figure 2 and Figure 3 (Figures 2-4). …”

Section: Mass Spectramentioning

confidence: 99%

“…Studies on complexes of Schiff-base macrocyclic ligands with different size, and number and donor atoms for coordination with a variety of metal centers have been published [5][6][7]. Many transition metal ions in living systems work as enzymes or carriers in a macrocyclic ligand environment; meaningful research in this direction might generate simple models for biologically occurring metalloenzymes [8][9][10], and thus help in further understanding biological systems.…”

Section: Introductionmentioning

confidence: 99%

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Synthesis and characterization of a new macrocyclic Schiff base derived from 2,6-diaminopyridine and 1,10-bis(2-formylphenyl)-1,4,7,10-tetraoxadecane and its Cu(II), Ni(II), Pb(II), Co(III) and La(III) complexes

İlhan

Temel

2007

Transition Met Chem

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A new macrocyclic ligand, 1,3,5-triaza-2,4:7,8:19,20-tribenzo-9,12,15,18-tetraoxacyclounkosa-1,5-diene (L) was synthesized by reaction of 2,6-diaminopyridine and 1,10-bis(2-formylphenyl)-1,4,7,10-tetraoxadecane. Then, its Cu II , Ni II , Pb II , Co III and La III complexes were synthesized by the template effect by reaction of 2,6-diaminopyridine and 1,10-bis(2-formylphenyl)-1,4,7,10-tetraoxadecane and Cu(NO 3 ) 2 AE 3H 2 O, Ni(NO 3 ) 2 AE 6H 2 O, Pb(NO 3 ) 2 , Co(NO 3 ) 2 AE 6H 2 O, La(NO 3 ) 3 AE6H 2 O respectively. The ligand and its metal complexes have been characterized by elemental analysis, IR, 1 H and 13 C NMR, u.v-vis spectra, magnetic susceptibility, conductivity measurements and mass spectra. All complexes are diamagnetic and the Cu II complex is binuclear. The Co III complex was oxidized to Co III .

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“…The fragment of the mass spectrum of the ligand(L): 101ðC 7 The mass spectra of the ligands and its Co III complex were shown in Figure 2 and Figure 3 (Figures 2-4). …”

Section: Mass Spectramentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Synthesis and characterization of a new macrocyclic Schiff base derived from 2,6-diaminopyridine and 1,10-bis(2-formylphenyl)-1,4,7,10-tetraoxadecane and its Cu(II), Ni(II), Pb(II), Co(III) and La(III) complexes

İlhan

Temel

2007

Transition Met Chem

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“…A few years ago we initiated a project concerning rare earth metal chemistry [6] in a search for unusual molecular materials [7]. By use of an acyclic or cyclic Schiff's base containing large coordination cavities it is possible to introduce two identical or different lanthanide ions and to study their physicochemical properties [8,9]. Attention has been devoted to the study of spectroscopic properties and crystal structures.…”

Section: Introductionmentioning

confidence: 99%

<b>PREPARATION, SPECTROSCOPIC STUDIES AND X-RAY STRUCTURE OF HOMOBINUCLEAR LANTHANIDE(III) COMPLEXES DERIVED FROM 2,6-DIFORMYL-4-CHLOROPHÉNOL-BIS-(2'-HYDROXY-BENZOYLHYDRAZONE)</b>

Haba

Tamboura

Diouf

et al. 2006

Bull. Chem. Soc. Eth.

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ABSTRACT. Reaction of the 2,6-diformyl-4-chlorophenol-bis-(2'-hydroxy-benzoylhydrazone) with Ln(NO3)3.nH2O (n = 5 or 6 and Ln = Y, La, Ce, Pr, Nd, Sm, Gd, Dy, Er and Yb) produces homobinuclear complexes. These complexes have been characterized by analysis, molar conductance, magnetic measurements, infrared spectral studies and X-ray diffraction. The analytical data showed 1:3 (metal:ligand) stoichiometry. Molar conductance measurements in dmf indicate 1:3 electrolytes in all cases. Magnetic moment values are close proximity of the Van Vleck values. IR studies suggest the coordination of the ligand is through the azomethine, the phenolic oxygen atom and the carbonyl oxygen of the hydrazonic moiety. The nitrate ion is also found to be ionic in all the complexes. An X-ray structure determination of [C66H48N12O15Cl3Er2]Cl2NO3.5H2O confirms the conclusion from the spectroscopic studies and show that the erbium is at the centre of a tricapped trigonal prism with coordination number nine. In all the complexes the lanthanide ions have substantially similar coordination.

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“…[1][2][3][4] In spite of successful progress in the design of highly selective ionophores for various metal ions, there are only a limited number of reports on the development of highly selective ionophores for lanthanum. [5][6][7][8][9][10][11][12][13][14][15][16][17] Macrocyclic complexes of lanthanides [18][19][20] have generated a growing interest because of their potential applications in biology, 21 material science and in chemical processes. 22 Owing to the hard character of lanthanide(III) ions, the investigations of their coordination properties has focused on various aza and aza-oxa ligands.…”

Section: Introductionmentioning

confidence: 99%

A Selective Membrane Electrode for Lanthanum(III) Ion Based on a Hexaaza Macrocycle Derivative as Ionophore

et al. 2006

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The design and function of synthesized macrocyclic carriers for cationic selective membrane sensors are usually based on such diverse parameters as the structure and cavity size of ion carrier, the stability and selectivity of its metal ion complexes, its solubility and its ability to extract the target ion into membrane phase. In recent decades, many intensive studies on the design and synthesis of highly selective ionophores as sensory molecules for ion-selective electrodes have been reported. [1][2][3][4] In spite of successful progress in the design of highly selective ionophores for various metal ions, there are only a limited number of reports on the development of highly selective ionophores for lanthanum. [5][6][7][8][9][10][11][12][13][14][15][16][17] Macrocyclic complexes of lanthanides [18][19][20] have generated a growing interest because of their potential applications in biology, 21 material science and in chemical processes. 22 Owing to the hard character of lanthanide(III) ions, the investigations of their coordination properties has focused on various aza and aza-oxa ligands.23 Lanthanide(III) chelates find extensive use in NMR biomedical applications, 24 as ion exchanger materials. 25 Studies on these complexes have produced technological development and industrial applications. 26Lanthanides are widely distributed in low concentration throughout the earth's crust. 27 The vapors or dust of these elements are very toxic when inhaled. They tend to remain in human lungs, liver, spleen and kidneys. 28 We have synthesized new macrocyclic ligands that have been used as neutral carriers in the construction of ISEs for various metal ions. [29][30][31] A survey of the literature shows that incorporation of pyridine rings in the macrocyclic framework increases the stereochemical rigidity and binding ability towards the lanthanide(III) cations, a property often associated with an increase in the thermodynamic stability of the complexes. 32 neutron activation analysis, 37 and X-ray fluorescence spectrometry 38 have been reported for the determination of lanthanum.However, they are time consuming, involving multiple sample manipulations, they are too expensive for many analytical laboratories and they require large infrastructure back up. A simple, cheaper and more convenient method with fast response is required for analysis of large number of environmental and other samples. The analysis by ion-selective sensors provides such procedures. Experimental ReagentsAll the reagents were of analytical grade. Lanthanum(III) nitrate (Merck) was used as lanthanum salt for the studies of membrane sensor. 1-Phenyl-1,3-butanedione was prepared as reported in the literature, 39 while 2,6-diaminopyridine was procured from Sigma-Aldrich. MeOH was refluxed and distilled over lime before use. Reagent grade sodium tetraphenylborate (NaTPB), dibutylbutyl phosphonate (DBBP), dioctylphthalate (DOP), benzyl acetate (BA), o-nitrophenyloctyl ether (o-NPOE), tetrahydrofuran (THF) and high molecular weight PVC were purchased from Me...

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Synthesis and Application of Macrocyclic and Macroacyclic Schiff Bases.

Cited by 123 publications

References 0 publications

Synthesis and characterization of a new macrocyclic Schiff base derived from 2,6-diaminopyridine and 1,10-bis(2-formylphenyl)-1,4,7,10-tetraoxadecane and its Cu(II), Ni(II), Pb(II), Co(III) and La(III) complexes

Synthesis and characterization of a new macrocyclic Schiff base derived from 2,6-diaminopyridine and 1,10-bis(2-formylphenyl)-1,4,7,10-tetraoxadecane and its Cu(II), Ni(II), Pb(II), Co(III) and La(III) complexes

<b>PREPARATION, SPECTROSCOPIC STUDIES AND X-RAY STRUCTURE OF HOMOBINUCLEAR LANTHANIDE(III) COMPLEXES DERIVED FROM 2,6-DIFORMYL-4-CHLOROPHÉNOL-BIS-(2'-HYDROXY-BENZOYLHYDRAZONE)</b>

A Selective Membrane Electrode for Lanthanum(III) Ion Based on a Hexaaza Macrocycle Derivative as Ionophore

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