Interaction of tripodal Schiff-base ligands with silver(i): structural and solution studies

Wenzel, Marco; Wichmann, K.; Gloe, Kerstin; Gloe, Karsten; Buschmann, Hans‐Jürgen; Otho, Keisuke; Schröder, Martin; Blake, Alexander J.; Wilson, Claire; Mills, Allison M.; Lindoy, Leonard F.; Plieger, Paul G.

doi:10.1039/c0ce00255k

Cited by 27 publications

(13 citation statements)

References 48 publications

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“…Although the overall situation is far from straightforward, extractant lipophilicity along with strength of metal binding are two factors known to have a major influence on the efficiency of metal ion extraction in two phase systems of the present type. [1,6,7] As an aside, it is noted that the composition of the extracted Ag I complexes employing L 1 -L 3 determined by separate (single metal) silver ion extraction experiments was in each case 1 : 1, demonstrating that significant differences exist between the solution and solid state behaviour of these systems.…”

Section: Fig 2 Ortepmentioning

confidence: 98%

“…We have previously described the interaction of selected first row transition and post-transition ions with tris-pyridyl [1,2] and trisbipyridyl [3] donor tripodal ligands, including the use of one such ligand for the two-phase solvent extraction of silver(I). [1] As an extension of these studies we now report the synthesis of two new tris-pyridyl tripodal ligands, L 1 and L 2 (Chart 1), each derived from the flexible precursor 1,1,1-tris(hydroxymethyl)ethane, along with a comparative investigation of their use as extractants in metal solvent extraction studies (H 2 O/CHCl 3 ) involving equal concentrations of cobalt(II), nickel(II), copper(II), zinc(II), silver(I), cadmium(II), and lead(II) in the aqueous phase.…”

Section: Introductionmentioning

confidence: 99%

“…[1] As an extension of these studies we now report the synthesis of two new tris-pyridyl tripodal ligands, L 1 and L 2 (Chart 1), each derived from the flexible precursor 1,1,1-tris(hydroxymethyl)ethane, along with a comparative investigation of their use as extractants in metal solvent extraction studies (H 2 O/CHCl 3 ) involving equal concentrations of cobalt(II), nickel(II), copper(II), zinc(II), silver(I), cadmium(II), and lead(II) in the aqueous phase.…”

Section: Introductionmentioning

confidence: 99%

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Selective Solvent Extraction of Silver(I) by Tris-Pyridyl Tripodal Ligands and X-Ray Structure of a Silver(I) Coordination Polymer Incorporating One Such Ligand

et al. 2015

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Two tripodal ligands, each derived from 1,1,1-tris(hydroxymethyl)ethane and terminated respectively by 4-pyridyl (L 1 ) and 2-pyridyl groups (L 2 ), have been synthesised. Competitive seven-metal extraction studies (H 2 O/CHCl 3 ) incorporating equal concentrations of cobalt(II), nickel(II), copper(II), zinc(II), silver(I), cadmium(II), and lead(II) in the aqueous phase and L 1 or L 2 in the organic phase showed selective extraction of silver(I) in each case. A parallel solvent extraction experiment involving a related tripodal tris-pyridyl ligand (L 3 ) based on a 1,3,5-substituted aryl ring scaffold and incorporating thioether sulfurs in each tripod arm also showed extraction selectivity for silver(I); extraction efficiencies towards this metal ion fall in the order L 3 . L 1 . L 2 . Physical data are in accord with L 1 forming a capsule-like complex of type [Ag 3 L 1 2 ] 3þ in which silver ions link pairs of pyridyl groups from different ligands. In contrast, L 2 yields a complex of type [Ag 2 L 2 (NO) 3 ] n whose X-ray structure showed it to be a two-dimensional coordination polymer in which the three pyridyl donors of each L 2 coordinate to three silver(I) centres, two of which are crystallographically distinct, with the centres also bonded to bidentate and/or bridging bidentate nitrato groups.

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Section: Fig 2 Ortepmentioning

confidence: 98%

Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

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Selective Solvent Extraction of Silver(I) by Tris-Pyridyl Tripodal Ligands and X-Ray Structure of a Silver(I) Coordination Polymer Incorporating One Such Ligand

et al. 2015

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“…The Schiff base C 3 -symmetric tetradentate ligands L 1 and L 2 were prepared in 73% and 76% yield, respectively, from the reaction of tren with 4-(4-formylphenyl)pyridine or 4-(3pyridinyl)benzaldehyde employing slight modifications of reported procedures [13][14][15]. 1 H and 13 C NMR spectra ( Figures S1-4) and high resolution electrospray ionization (HR-ESI) mass spectrometry results were consistent with the proposed structures of L 1 and L 2 , with the NMR spectra confirming the formation of highly symmetric (C 3 ) species.…”

Section: Resultsmentioning

confidence: 99%

Synthesis and characterisation of two Cu(I) metalloligands based on tetradentate tripodal ligands

Craze

Fanna

et al. 2017

Polyhedron

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“…For example, condensation of 2-pyridinecarboxaldehyde with tren in a 3:1 ratio yields the corresponding tris-imine derivative, tris-2-(2-pyridylimine ethyl)amine, whose metal ion coordinating ability has been well documented [3][4][5][6][7][8][9][10][11][12][13][14].…”

Section: Introductionmentioning

confidence: 99%

Synthesis and characterisation of two new tripodal metalloligands incorporating zinc(II)

Fanna

Smith

Zhang

et al. 2015

J Incl Phenom Macrocycl Chem

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The in situ Schiff base condensation of 2-acetylpyrazine with tris(2-aminoethyl)amine in the presence of zinc(II) perchlorate was carried out in absolute ethanol and 95 % ethanol, respectively. Two new tripodal metalloligands, 1 and 2, were isolated. The formation of complexes 1 and 2 has been verified by NMR, mass spectral studies and X-ray (for 2), with the evidence indicating that a zinc ion is incorporated in the tripodal cavity defined by the tren backbone in each case. However the products differed in the number of Schiff base condensation reactions that had occurred. While the use of absolute ethanol resulted in condensation at all three primary amine sites of tris(2-aminoethyl)amine, employing 95 % ethanol yielded condensation at only one of the primary amine sites. These different outcomes can be ascribed, at least in part, to the effect of the different water contents in the respective reaction solvents resulting in a shift of the dynamic equilibrium involving imine formation towards the precursor amine and ketone reagents. In 1, steric considerations dictate that the three uncoordinated pyrazine nitrogen donors will have their coordination vectors oriented in a mutually divergent manner suitable for coordination to three different metal centres when acting as a metalloligand while for 2, the X-ray structure confirms that the single uncoordinated (pendent) pyrazine nitrogen is also oriented for ready coordination to a second metal centre.

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Interaction of tripodal Schiff-base ligands with silver(i): structural and solution studies

Cited by 27 publications

References 48 publications

Selective Solvent Extraction of Silver(I) by Tris-Pyridyl Tripodal Ligands and X-Ray Structure of a Silver(I) Coordination Polymer Incorporating One Such Ligand

Selective Solvent Extraction of Silver(I) by Tris-Pyridyl Tripodal Ligands and X-Ray Structure of a Silver(I) Coordination Polymer Incorporating One Such Ligand

Synthesis and characterisation of two Cu(I) metalloligands based on tetradentate tripodal ligands

Synthesis and characterisation of two new tripodal metalloligands incorporating zinc(II)

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