Isomerism in copper(II) chloride complexes of bis(2-pyridylmethyl)amine and N-substituted derivatives: Synthesis and X-ray structural characterisation

Nielsen, Anders Lade; Veltzé, Sune; Bond, Andrew D.; McKenzie, Christine J.

doi:10.1016/j.poly.2006.12.005

Cited by 27 publications

(31 citation statements)

References 17 publications

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“…3, and as was observed for 1a, only two of the pyridyl rings of L2 coordinate to the zinc centre. The zinc centre is penta-coordinate, being coordinated by the pyridyl nitrogens N (26) [(L2) 3 Cu 2 ](BPh 4 ) 2 (1c). Single crystals of 1c suitable for X-ray structure determination were grown from an acetone solution at -40 • C under an inert atmosphere.…”

Section: [(L2)zn(otf)(h 2 O)]otf (1b)mentioning

confidence: 99%

Syntheses, emission properties and intramolecular ligand exchange of zinc complexes with ligands belonging to the tmpa family

et al. 2011

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The zinc complexes [(L1)(2)Zn(MeOH)(2)](OTf)(2), [(L1)ZnCl(2)], [(L2)ZnCl(2)], [(L2)Zn(OTf)(H(2)O)]OTf and [(Me-bispic)ZnCl(2)] of the ligands N-[(2-pyridyl)methyl]-2,2'-dipyridylamine (L1), N-[bis(2-pyridyl)methyl]-2-pyridylamine (L2) and N-methyl-[bis(2-pyridyl)methyl]amine (Me-bispic) were synthesised and characterised. The first copper(I) complexes of the ligands L1 and L2 were also synthesised and structurally characterised. [(L1)ZnCl(2)] showed unexpected fluxional behaviour in solution and revealed an interesting intramolecular ligand exchange mechanism in the coordination sphere of the zinc ion. Furthermore, strong blue emission was observed under UV-light excitation.

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Section: [(L2)zn(otf)(h 2 O)]otf (1b)mentioning

confidence: 99%

Syntheses, emission properties and intramolecular ligand exchange of zinc complexes with ligands belonging to the tmpa family

et al. 2011

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“…Liquid-liquid extraction experiments were performed at 23 ± 1 • C in microcentrifuge tubes (2 cm 3 ) with a phase ratio V (org) :V (aq) of 1:1 (500 mL each). The aqueous phase contained Cu(ClO 4 ) 2 (1 ¥ 10 -4 M), sodium perchlorate (5 ¥ 10 -3 M) as supporting anion and the zwitterionic buffer system, HEPES/NaOH, at pH 7.2; as a precaution, the pH of the aqueous phase was monitored before and after each experiment with the aid of an InLab423 pH electrode. The organic phase contained a known concentration of ligand in chloroform (1 ¥ 10 -3 M).…”

Section: Solvent Extraction Experimentsmentioning

confidence: 99%

“…For example, several reports describe the interaction of the dipic moiety with Cu (II) to yield both mono-and bis-ligand derivatives whose solid state structures have been reported in several instances. [2][3][4][5][6][7][8][9][10][11][12][13] The interaction of Cu(II) with dipic derivatives incorporating substitution at the secondary nitrogen centre (including linked di-and tri-dipic derivatives) has also been investigated although individual systems of this type have received less attention than those of dipic itself. 2,14-30 Nevertheless, a number of copper derivatives of dipic and its substituted derivatives have been demonstrated to be effective reagents for the interaction with and oxidative cleavage of DNA.…”

Section: Introductionmentioning

confidence: 99%

Interaction of an extended series of N-substituted di(2-picolyl)amine derivatives with copper(II). Synthetic, structural, magnetic and solution studies

et al. 2009

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The interaction of Cu(II) with the following secondary N-substituted derivatives of di(2-picolyl)amine () are reported: N-cyclohexylmethyl-di(2-picolyl)amine (), N-benzyl-di(2-picolyl)amine (), N-(4-pyridylmethyl)-di(2-picolyl)amine (), N-(4-carboxymethylbenzyl)-di(2-picolyl)amine (), N-(9-anthracen-8-ylmethyl)-di(2-picolyl)amine (), 1,3-bis[di(2-picolyl)aminomethyl]benzene (), 1,4-bis[di(2-picolyl)aminomethyl]benzene () and 2,4,6-tris[di(2-picolyl)amino]triazine (). The solid complexes [Cu()(micro-Cl)](2)(PF(6))(2), [Cu()(micro-Cl)](2)(PF(6))(2).0.5CH(2)Cl(2), Cu()(ClO(4))(2), Cu()(2)(ClO(4))(2), [Cu()(ClO(4))(2)(H(2)O)].0.5H(2)O, Cu(2)()(ClO(4))(4), [Cu(2)()(Cl)(4)] and [Cu(2)(+H)(micro-OCH(3))(2)(H(2)O)](ClO(4))(3).C(4)H(10)O were isolated and X-ray structures of [Cu()(micro-Cl)](2)(PF(6))(2), [Cu()(micro-Cl)](2)(PF(6))(2).0.5CH(2)Cl(2,) [Cu()(2)(ClO(4))(2)(H(2)O)].0.5H(2)O, [Cu(2)()Cl(4)] and [Cu(2)(+H)(micro-OCH(3))(2)(H(2)O)](ClO(4))(3).C(4)H(10)O were obtained. The series is characterised by a varied range of coordination geometries and lattice architectures which in the case of [Cu()(ClO(4))(2)(H(2)O)].0.5H(2)O includes a chain-like structure formed by unusual intermolecular pi-interactions between metal bound perchlorate anions and the aromatic rings of adjacent anthracenyl groups. Variable temperature magnetic susceptibility measurements have been performed for [Cu()(micro-Cl)](2)(PF(6))(2) and [Cu()(micro-Cl)](2)(PF(6))(2).0.5H(2)O over the range 2-300 K. Both compounds show Curie-Weiss behaviour, with the data indicating weak antiferromagnetic interaction between the pairs of copper ions in each complex. Liquid-liquid (H(2)O/CHCl(3)) extraction experiments involving and as extractants showed that, relative to the parent (unsubstituted) dipic ligand , substitution at the secondary amine site in each case resulted in an increase in extraction efficiency towards Cu(II) (as its perchlorate salt); at least in part, this increase may be attributed to the enhanced lipophilicities of the N-substituted derivatives.

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“…[2,3] The amino group of the linker participates in metal chelation in Cu II or Zn II complexes of di-2-picolylamine. [18,19] Ligands 5 and 6 could behave in a similar manner; the aniline parts of the ligands are not involved in the chelation. The fact that the linker of 6 includes a secondary amine, in contrast to a tertiary amine in 5, could explain the small difference observed in its affinity for Cu II and Zn II when 6 was compared to 5; a secondary amine is less favorable for chelation.…”

Section: Zinc(ii) Chelationmentioning

confidence: 99%

Preparation of New Bis(8‐aminoquinoline) Ligands and Comparison with Bis(8‐hydroxyquinoline) Ligands on Their Ability to Chelate Cu^II and Zn^II

et al. 2008

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New bis(8-aminoquinoline) ligands linked on the C2 carbon atom of both quinolines have been prepared. When the linker includes a one-atom amino group, the corresponding compound is an excellent chelator of Cu II ions and forms a mononuclear species with high metal ion selectivity relative to Zn II chelation. This selectivity for Cu II ions was not observed for a bis(8-hydroxyquinoline) analogue. The chelating properties of these ligands are compared to those of the bis(8-aminoquinoline) ligands with different linkers between

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Isomerism in copper(II) chloride complexes of bis(2-pyridylmethyl)amine and N-substituted derivatives: Synthesis and X-ray structural characterisation

Cited by 27 publications

References 17 publications

Syntheses, emission properties and intramolecular ligand exchange of zinc complexes with ligands belonging to the tmpa family

Syntheses, emission properties and intramolecular ligand exchange of zinc complexes with ligands belonging to the tmpa family

Interaction of an extended series of N-substituted di(2-picolyl)amine derivatives with copper(II). Synthetic, structural, magnetic and solution studies

Preparation of New Bis(8‐aminoquinoline) Ligands and Comparison with Bis(8‐hydroxyquinoline) Ligands on Their Ability to Chelate Cu^II and Zn^II

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Isomerism in copper(II) chloride complexes of bis(2-pyridylmethyl)amine and N-substituted derivatives: Synthesis and X-ray structural characterisation

Cited by 27 publications

References 17 publications

Syntheses, emission properties and intramolecular ligand exchange of zinc complexes with ligands belonging to the tmpa family

Syntheses, emission properties and intramolecular ligand exchange of zinc complexes with ligands belonging to the tmpa family

Interaction of an extended series of N-substituted di(2-picolyl)amine derivatives with copper(II). Synthetic, structural, magnetic and solution studies

Preparation of New Bis(8‐aminoquinoline) Ligands and Comparison with Bis(8‐hydroxyquinoline) Ligands on Their Ability to Chelate CuII and ZnII

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Preparation of New Bis(8‐aminoquinoline) Ligands and Comparison with Bis(8‐hydroxyquinoline) Ligands on Their Ability to Chelate Cu^II and Zn^II