Complexes of lanthanide(III) ions with macrocyclic ligands containing pyridine head units

Lanthanide(III) salts were found to act as templates for the cyclic condensation of organic dicarbonyl compounds with primary diamines to yield complexes of macrocyclic Schiff-base ligands in moderate to good yield. Three types of macrocyclic lanthanide(III) complexes were obtained: (i) mononuclear complexes of an 18-membered sexidentate N3O3 macrocycle derived from the reaction of 2,6-diacetylpyridine with 1,5-bis(2-aminophenoxy)-3-oxapentane; (ii) mononuclear complexes of 15-membered pentadentate N3O2 macrocycles derived from the reactions of 2,6-diacetyl- or 2,6-diformyl-pyridine with 1,2-bis(2-aminophenoxy)ethane. The complexes were characterised by elemental analyses, molar conductivity, mass, IR and 1H NMR spectroscopy and thermogravimetric and magnetic measurements.

[1]  V. Alexander.  Design and Synthesis of Macrocyclic Ligands and Their Complexes of Lanthanides and Actinides , 1995 .

[2]  P. A. Vigato,et al.  From mononuclear to polynuclear macrocyclic or macroacyclic complexes , 1995 .

[3]  D. E. Fenton,et al.  Complexes of lanthanide ions with a Schiff-base macrocyclic ligand derived from 2,6-diformylpyridine , 1994 .

[4]  L. Vallarino,et al.  Complexes of the lanthanide(III) ions with an aromatic six-nitrogen-donor macrocyclic ligand , 1991 .

[5]  D. L. Smailes,et al.  Six-nitrogen macrocyclic complexes of the dioxouranium(VI) and praseodymium(III) ions , 1989 .

[6]  L. Vallarino.  Design, synthesis and applications of lanthanide macrocyclic complexes☆ , 1989 .

[7]  P. A. Vigato,et al.  Macrocyclic Schiff base complexes of lanthanides and actinides , 1988 .

[8]  G. Bombieri.  New trends in the structural chemistry of actinide and lanthanide coordination compounds , 1987 .

[9]  F. A. Hart,et al.  Syntheses and properties of complexes of a conjugated macrocyclic hexamine with lanthanide nitrates , 1987 .

[10]  Lidia M. Vallarino,et al.  Hexaaza macrocyclic complexes of the lanthanides , 1986 .

[11]  W. Radecka-Paryzek.  The template synthesis and characterization of hexaaza 18-membered macrocyclic complexes of cerium(III), praseodymium(III) and neodymium(III) nitrates , 1985 .

[12]  D. E. Fenton,et al.  Lanthanide complexes of some macrocyclic schiff bases derived from pyridine-2,6-dicarboxaldehyde α,ω-primary diamines , 1984 .

[13]  M. Drew,et al.  The X-ray crystal structure of a novel Schiff base macrocycle containing a tricyclic (7 + 12 + 7) inner ring system , 1982 .

[14]  W. Radecka-Paryzek.  The synthesis and characterization of the macrocyclic and ring-opened complexes formed in the reaction of the lanthanides with 2,6-diacetylpyridine and hydrazine , 1981 .

[15]  J. P. Tandon,et al.  The synthesis and magnetic and spectral studies of some lanthanide(III) chelates of 6-methyl pyridine-2-aldoxime , 1981 .

[16]  W. Radecka-Paryzek.  Preparation and charaterization of lanthanum(III) complex of the hexadentate macrocyclic ligand 2,7,13,18-Tetramethyl-4,5:15,16-dibenzo-,3,6,14,17,- 23,24-hexaazatricyclo [17.3.1.1.8,12] -tetrakoza-1(23),- 2,4,6,8,10,12,(24), 13,15,17,19,21-dodecaene , 1981 .

[17]  D. E. Fenton,et al.  Calcium, strontium, and barium complexes of pyridyl-containing macrocyclic Schiff bases , 1979 .

[18]  D. E. Fenton,et al.  The synthesis of macrocycles derived from pyridine-2,6-dicarbaldehyde in the absence of metal ions , 1977 .

[19]  M. Mcpartlin,et al.  A novel series of planar pentadentate macrocyclic ligands. X-Ray structure of 10,11,12,13-tetrahydrodibenzo[b,k]pyrido[g,f][1,4,7,10,13]penta-azcyclopentadecin-N5,N10,N13,N18-N19b-di(perchlorato)manganese , 1974 .

[20]  M. R. Rosenthal.  The myth of the non-coordinating anion , 1973 .

[21]  J. Ferraro,et al.  New series of anhydrous double nitrate salts of the lanthanides. Structural and spectral characterization , 1973 .

[22]  W. Geary.  The use of conductivity measurements in organic solvents for the characterisation of coordination compounds , 1971 .

[23]  B. S. Ramaswamy,et al.  Infrared Combination Frequencies in Coordination Complexes containing Nitrate Groups in various Coordination Environments. A Probe for the Metal–Nitrate Interaction , 1971 .

[24]  P. Tasker,et al.  Iron(II), cobalt(II), nickel(II), and zinc-(II) complexes of a series of new macrocyclic sexadentate ligands , 1970 .

[25]  D. Busch,et al.  Geometric and optical isomers of cobalt(III) complexes containing two moles of the cyclic tridentate ligand derived from o-aminobenzaldehyde , 1970 .

[26]  N. F. Curtis.  Macrocyclic coordination compounds formed by condensation of metal-amine complexes with aliphatic carbonyl compounds , 1968 .

[27]  B. Chiswell,et al.  Some complexes of cobalt(II), nickel(II), and palladium(II), with multidentate ligands and the ligand field strength of co-ordinated ethers and sulphides , 1967 .

[28]  H. Bernstein,et al.  ELECTRON SPIN RESONANCE SPECTRA OF N2H4+ AND PF2 , 1966 .

[29]  C. Issidorides,et al.  Oxidations with Manganese Dioxide , 1966 .

[30]  D. Meek,et al.  An Unusual Synthesis of Nickel(II) Coordinated Perchlorate Complexes , 1965 .

[31]  N. F. Curtis,et al.  Some Nitrato-Amine Nickel(II) Compounds with Monodentate and Bidentate Nitrate Ions , 1965 .

[32]  N. S. Gill,et al.  The infra-red spectra of pyridine complexes and pyridinium salts , 1961 .

[33]  A. Underhill,et al.  592. The infrared spectra of some transition-metal perchlorates , 1961 .

[34]  J. Heider,et al.  Untersuchungen zur Reaktivität von Alkylgruppen heterocyclischer Verbindungen und ihrer funktionellen Derivate II. Oxydation Von Alkyl‐Pyridinen Und Alkyl‐Chinolinen Durch Selendioxyd , 1958 .