X‐ray Crystallographic Study of Copper(<scp>II</scp>), Cobalt(<scp>II</scp>) and Silver(<scp>I</scp>) Complexes of Ligands Containing Two Oxine Subunits Linked by Xylylene Spacer Groups

Al-Mandhary, Muna R. A.; Steel, Peter J.

doi:10.1002/ejic.200300424

Cited by 19 publications

(14 citation statements)

References 37 publications

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“…The ligands, 1,2,4,5-tetrakis(8-quinolyloxymethyl)benzene (1) and hexakis(8-quinolyloxymethyl)benzene (2), were prepared in moderate yields by reaction of 8-hydroxyquinoline with the appropriate oligo(bromomethyl)benzene in DMF solution in the presence of sodium hydroxide. The ligands were characterized by mass spectrometry and 1 H NMR spectroscopy, which indicated a symmetrical environment for all the attached quinoline substituents.…”

Section: Resultsmentioning

confidence: 99%

“…The resulting fused 5,7,5-membered chelate ring system is similar to that observed in the mononuclear complexes of the simpler orthodisubstituted ligand described an earlier paper. [1] This arrangement has the planes of the quinoline rings approximately orthogonal to that of the central aromatic ring, with adjacent arms on opposite sides of the central ring, one up (u) and one down (d). For the quadruply armed ligand this could lead to two diastereoisomers, designated udud or uddu depending on whether the meta-related substituents are on opposite sides (du) or on the same side (dd, uu).…”

Section: Resultsmentioning

confidence: 99%

“…A similar bridging mode was observed in a mononuclear copper(II) complex of the simpler 1,3-disubsituted ligand reported previously. [1] The difference most probably reflects the greater size of the Cu 2 I 2 unit compared to that of a single silver(I) atom.…”

Section: Resultsmentioning

confidence: 99%

“…[12] The Cu … Cu interatomic distance is relatively short at 2.507 (1) Thus, in the two crystalline complexes 3 and 4, ligand 1 has been shown to be capable of adopting chelating modes of coordination similar to both the ortho and meta isomers of the doubly armed ligands previously described. [1] On this basis, one might anticipate a diverse range of coordination possibilities for the more heavily substituted ligand 2.…”

Section: Resultsmentioning

confidence: 99%

“…In a recent paper [1] we described synthetic and structural studies of complexes of two ligands that contain two 8-hydroxyquinoline (oxine) subunits joined through ether linkages by xylylene spacer groups. These versatile ligands formed a diverse range of complexes of varying nuclearity in response to the coordination requirements of the metal concerned.…”

Section: Introductionmentioning

confidence: 99%

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Discrete Metal Complexes of Two Multiply Armed Ligands

2006

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The syntheses and metal complexes of 1,2,4,5-tetrakis(8-quinolyloxymethyl)benzene(1) and hexakis(8-quinolyloxymethyl)benzene (2) are described. X-Ray crystal structures are reported of the free ligand 1, a binuclear silver(I) and a tetranuclear copper(I) complex of 1, as well as a binuclear cobalt(II) and trinuclear palladium(II) and silver(I) complexes of 2.Within these discrete metal complexes the ligands are found to adopt a range of coordination modes, with considerable variation in the relative orientations of the ligand arms as a result of the flexibility imparted by the CH 2 O linker units.

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Section: Resultsmentioning

confidence: 99%

Section: Resultsmentioning

confidence: 99%

Section: Resultsmentioning

confidence: 99%

Section: Resultsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

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Discrete Metal Complexes of Two Multiply Armed Ligands

2006

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Synthesis and Complexation of Multiarmed Cycloveratrylene‐Type Ligands: Observation of the “Boat” and “Distorted‐Cup” Conformations of a Cyclotetraveratrylene Derivative

Sumby¹,

Gordon²,

Walsh³

et al. 2008

Chemistry A European J

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Investigations of a previously reported ligand, hexakis(2-pyridylmethyl)cyclotricatechylene (1), and a new tetrameric bridging ligand, octakis(2-pyridylmethyl)cyclotetracatechylene (2), the latter constructed on a larger cyclotetraveratrylene (CTTV) scaffold, are described. Variable-temperature NMR studies support a "sofa" conformation for 2, akin to studies on the parent compound. The coordination chemistry of 2 and its smaller trimeric homologue have also been investigated with silver(I), copper(II) and palladium(II) salts. An unexpected chelating mode was observed for 1 in the structure of DMF subset[Pd(3)Cl(6)(1)] x DMF, whereby the palladium cations bridge two veratrole subunits rather than chelating within a single subunit. In the structure of [Ag(4)(2)][Co(C(2)B(9)H(11))(2)](4) x 2.8 CH(3)CN x H(2)O, ligand 2 adopts a "boat" conformation, whereas in [Pd(4)Cl(8)(2)] x 4 H(2)O, (1)H NMR spectroscopic studies and calculations indicate that the ligand is present in a previously unobserved "distorted-cup" conformation. This conformation was calculated to be approximately 90 kJ mol(-1) lower in energy than the alternative "sofa" conformation. Thus, coordination-induced conformational control over CTTV derivatives offers new routes to exploit the host-guest chemistry of these compounds.

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Control of Intramolecular Ether‐Oxygen Coordination in the Crystal Structure of Copper(II) Complexes With Dipicolylamine‐Based Ligands

et al. 2007

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Thirteen crystal structures of copper(II) complexes with a series of dipicolylamine (DPA)‐derived ligands, N‐(2‐methoxyethyl)‐N,N‐bis(2‐pyridylmethyl)amine (L1), N‐[2‐(2‐hydroxyethyloxy)ethyl]‐N,N‐bis(2‐pyridylmethyl)amine (L2) and N‐(3‐methoxypropyl)‐N,N‐bis(2‐pyridylmethyl)amine (L3), have been determined and the factors that control the coordination of the ether‐oxygen atom of these ligands to the copper centre are discussed. Complexes that have +1 or +2 charges exhibit coordination of the ether‐oxygen atom, whereas neutral complexes in which two anions are bound to the copper(II) centre tend to lose the oxygen coordination. Upon chelation of the oxygen atom, L3 forms a six‐membered chelate ring with respect to the 3‐aminopropyl ether moiety whereas L1 and L2 form a five‐membered chelate. This difference, especially in the nitrate and bromide complexes, determines whether the ether‐oxygen atom chelates to the metal centre to give a monocationic complex, or the second anion coordinates to the metal centre to form the ether‐free, neutral complex. The terminal anchor hydroxy group of L2 facilitates the ether‐oxygen coordination via a hydrogen bond interaction to the donor atom located trans to the aliphatic nitrogen atom in the basal plane. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2007)

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X‐ray Crystallographic Study of Copper(II), Cobalt(II) and Silver(I) Complexes of Ligands Containing Two Oxine Subunits Linked by Xylylene Spacer Groups

Cited by 19 publications

References 37 publications

Discrete Metal Complexes of Two Multiply Armed Ligands

Discrete Metal Complexes of Two Multiply Armed Ligands

Synthesis and Complexation of Multiarmed Cycloveratrylene‐Type Ligands: Observation of the “Boat” and “Distorted‐Cup” Conformations of a Cyclotetraveratrylene Derivative

Control of Intramolecular Ether‐Oxygen Coordination in the Crystal Structure of Copper(II) Complexes With Dipicolylamine‐Based Ligands

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