The Ligand 1,10-Phenanthroline-2,9-dicarbaldehyde Dioxime can Act Both as a Tridentate and as a Tetradentate Ligand − Synthesis, Characterization and Crystal Structures of its Transition Metal Complexes

A New Branched Phenanthroline Derivative Ligand: Synthesis, Solution Chemistry, and Crystal Structures of Copper(II) and Zinc(II) Complexes

“…As a concluding remark, the metal centers of the mononuclear complexes 4 and 5 and the Cu(1) ion of 6 are coordinated by the two nitrogen atoms provided by the 1,10-phenanthroline and the three donors provided by one diethylenetriamine arm, forming two coplanar fused five-membered rings having quite acute N−M 2+ −N angles. Also in this case, as already noticed both in mono- and dinuclear transition metal complexes with 1,10-phenanthroline-bearing chains in 2,9 positions providing additional nitrogen donors, − the large heteroaromatic moiety stiffens the ligand, usually preventing the simultaneous coordination of both benzylic nitrogens [N(3) and N(6)] and heteroaromatic ones to the same metal ion.…”

A New Branched Phenanthroline Derivative Ligand: Synthesis, Solution Chemistry, and Crystal Structures of Copper(II) and Zinc(II) Complexes

“…As a concluding remark, the metal centers of the mononuclear complexes 4 and 5 and the Cu(1) ion of 6 are coordinated by the two nitrogen atoms provided by the 1,10-phenanthroline and the three donors provided by one diethylenetriamine arm, forming two coplanar fused five-membered rings having quite acute N−M 2+ −N angles. Also in this case, as already noticed both in mono- and dinuclear transition metal complexes with 1,10-phenanthroline-bearing chains in 2,9 positions providing additional nitrogen donors, − the large heteroaromatic moiety stiffens the ligand, usually preventing the simultaneous coordination of both benzylic nitrogens [N(3) and N(6)] and heteroaromatic ones to the same metal ion.…”

Selection Rules for Helicate Ligand Component Self-Assembly: Steric, pH, Charge, and Solvent Effects

“…A mixture of 1,10-phenanthroline-2,9-dicarboxaldehyde 38 (2 equiv), sulfanilic acid (4-aminobenzenesulfonic acid, 4 equiv), copper(I) oxide (1 equiv), and sodium bicarbonate (2 equiv) dissolved over several hours in deuterium oxide under an argon atmosphere to give a dark green solution. Despite this color, which is often associated with copper(II), NMR spectra showed that the unique product was diamagnetic and were consistent with the double-helical structure 1 2shown in Scheme 1.…”

“…All manipulations were carried out under argon or dinitrogen using degassed solvents. Starting materials of the highest commercially available purity were used as received; 1,10-phenanthroline-2,9dicarboxaldehyde 38 and 1-methyl-4-aminopyridinium triflate (amine h in Chart 1) 71 were prepared according to literature procedures.…”

Surface-grafted lanthanoid complexes of the tungstosilicate polyanion [SiW12O40]4−: a synthetic, structural and computational investigation

“…All commercially available chemicals were of reagent grade and were used without further purification, except for 1,10phenanthroline-2,9-dicarbaldehyde dioxime (H 2 phendox or PDOX), which was synthesized according to a reported procedure ( Fig. S1 in the supporting information) (Angeloff et al, 2000;Chandler et al, 1981). IR spectra were recorded from KBr pellets in the 4000-400 cm À1 region using a Buck 500 IR spectrometer.…”

A New Branched Phenanthroline Derivative Ligand: Synthesis, Solution Chemistry, and Crystal Structures of Copper(II) and Zinc(II) Complexes

“…As a concluding remark, the metal centers of the mononuclear complexes 4 and 5 and the Cu(1) ion of 6 are coordinated by the two nitrogen atoms provided by the 1,10-phenanthroline and the three donors provided by one diethylenetriamine arm, forming two coplanar fused five-membered rings having quite acute N−M 2+ −N angles. Also in this case, as already noticed both in mono- and dinuclear transition metal complexes with 1,10-phenanthroline-bearing chains in 2,9 positions providing additional nitrogen donors, − the large heteroaromatic moiety stiffens the ligand, usually preventing the simultaneous coordination of both benzylic nitrogens [N(3) and N(6)] and heteroaromatic ones to the same metal ion.…”

Selection Rules for Helicate Ligand Component Self-Assembly: Steric, pH, Charge, and Solvent Effects

“…A mixture of 1,10-phenanthroline-2,9-dicarboxaldehyde 38 (2 equiv), sulfanilic acid (4-aminobenzenesulfonic acid, 4 equiv), copper(I) oxide (1 equiv), and sodium bicarbonate (2 equiv) dissolved over several hours in deuterium oxide under an argon atmosphere to give a dark green solution. Despite this color, which is often associated with copper(II), NMR spectra showed that the unique product was diamagnetic and were consistent with the double-helical structure 1 2shown in Scheme 1.…”

“…All manipulations were carried out under argon or dinitrogen using degassed solvents. Starting materials of the highest commercially available purity were used as received; 1,10-phenanthroline-2,9dicarboxaldehyde 38 and 1-methyl-4-aminopyridinium triflate (amine h in Chart 1) 71 were prepared according to literature procedures.…”

Surface-grafted lanthanoid complexes of the tungstosilicate polyanion [SiW12O40]4−: a synthetic, structural and computational investigation

“…All commercially available chemicals were of reagent grade and were used without further purification, except for 1,10phenanthroline-2,9-dicarbaldehyde dioxime (H 2 phendox or PDOX), which was synthesized according to a reported procedure ( Fig. S1 in the supporting information) (Angeloff et al, 2000;Chandler et al, 1981). IR spectra were recorded from KBr pellets in the 4000-400 cm À1 region using a Buck 500 IR spectrometer.…”

A New Branched Phenanthroline Derivative Ligand: Synthesis, Solution Chemistry, and Crystal Structures of Copper(II) and Zinc(II) Complexes

“…As a concluding remark, the metal centers of the mononuclear complexes 4 and 5 and the Cu(1) ion of 6 are coordinated by the two nitrogen atoms provided by the 1,10-phenanthroline and the three donors provided by one diethylenetriamine arm, forming two coplanar fused five-membered rings having quite acute N−M 2+ −N angles. Also in this case, as already noticed both in mono- and dinuclear transition metal complexes with 1,10-phenanthroline-bearing chains in 2,9 positions providing additional nitrogen donors, − the large heteroaromatic moiety stiffens the ligand, usually preventing the simultaneous coordination of both benzylic nitrogens [N(3) and N(6)] and heteroaromatic ones to the same metal ion.…”

Selection Rules for Helicate Ligand Component Self-Assembly: Steric, pH, Charge, and Solvent Effects

“…A mixture of 1,10-phenanthroline-2,9-dicarboxaldehyde 38 (2 equiv), sulfanilic acid (4-aminobenzenesulfonic acid, 4 equiv), copper(I) oxide (1 equiv), and sodium bicarbonate (2 equiv) dissolved over several hours in deuterium oxide under an argon atmosphere to give a dark green solution. Despite this color, which is often associated with copper(II), NMR spectra showed that the unique product was diamagnetic and were consistent with the double-helical structure 1 2shown in Scheme 1.…”

“…All manipulations were carried out under argon or dinitrogen using degassed solvents. Starting materials of the highest commercially available purity were used as received; 1,10-phenanthroline-2,9dicarboxaldehyde 38 and 1-methyl-4-aminopyridinium triflate (amine h in Chart 1) 71 were prepared according to literature procedures.…”

Surface-grafted lanthanoid complexes of the tungstosilicate polyanion [SiW12O40]4−: a synthetic, structural and computational investigation

“…All commercially available chemicals were of reagent grade and were used without further purification, except for 1,10phenanthroline-2,9-dicarbaldehyde dioxime (H 2 phendox or PDOX), which was synthesized according to a reported procedure ( Fig. S1 in the supporting information) (Angeloff et al, 2000;Chandler et al, 1981). IR spectra were recorded from KBr pellets in the 4000-400 cm À1 region using a Buck 500 IR spectrometer.…”