The crystal structures and electrochemical studies of three 2,3-naphthalenic Schiff base copper(II) complexes

Fernández-G, Juan M.; Hernández‐Ortega, Simón; Cetina-Rosado, Raúl; Macı́as-Ruvalcaba, Norma A.; Aguilar-Martı́nez, Martha

doi:10.1016/s0277-5387(98)00084-9

Cited by 12 publications

(2 citation statements)

References 18 publications

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“…Peak potential splittings are 440 mV ( 14 ) or 220 mV ( 15 ) at a sweep rate of 25 mV/s and steadily increase along with severe damping of the anodic reverse peak as the sweep rate is increased. Such behavior is characteristic of Cu(II)/Cu(I) redox couples that are usually accompanied by structural rearrangements as the coordination geometry at the metal changes from square planar to tetrahedral. − Complex 14 , with its κ 2 -[O,O] ligands, displays another irreversible reduction close to the electrolyte discharge limit, which is shifted outside the accessible potential window for complex 15 . Cyclic voltammograms of 14 and 15 also show an additional oxidation, whose peak current is very similar to that for the first reduction wave and is thus also assigned as a one-electron process.…”

Section: Resultsmentioning

confidence: 99%

π-Complexes of Tropolone and Its N-Derivatives: Ambidentate [O,O]/[N,O]/[N,N]-Cycloheptatrienyl Pentamethylcyclopentadienyl Ruthenium Sandwich Complexes

et al. 2014

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Tropolone and its N-derivatives isopropylaminotropone and diisopropylaminotroponimine react with [Cp*Ru(CH 3 CN) 3 ]PF 6 as the source of the electron-rich Cp*Ru + synthon in a simple "capping reaction" to the first cyclopentadienyl/cycloheptatrienyl sandwich complexes containing two vicinal oxo or amino substituents. These heteroleptic, cationic C 5 /C 7 π-complexes, [Cp*Ru-(C 7 H 5 )O 2 H] + (4), [Cp*Ru(C 7 H 5 )O(N i Pr)H] + (5), and [Cp*Ru(C 7 H 5 )(N i Pr) 2 H] + (6), are air-stable 18-electron metallocenes without precedence. In solution, NMR spectroscopy proves the principal π-coordination of the substituted η 7 -cycloheptatrienyl ligands, whereas in the solid state a η 5 -cycloheptatrienyl coordination mode with bent oxo/imino moieties prevails, as shown by X-ray single-crystal structure analyses. Chemically, these compounds are the conjugate Brønsted acids of neutral [O,O]-, [N,O]-, or [N,N]metalloligands. Reaction with metal acetates or acetylacetonates by in situ deprotonation and complex formation gives access to trimetallic (M = Cu 2+ , 10−12) or tetrametallic (M = Fe 3+ , 13) complex cations. Their single-crystal structure analyses show square-planar or square-pyramidal (M = Cu 2+ ) or octahedral (M = Fe 3+ ) coordination motifs with peripheral, η 5 -coordinated Cp*Ru moieties. Electrochemical studies on the trorucenes 4−6 showed a likely metal-based chemically reversible (4) or irreversible one-electron reduction (5, 6) as well as an irreversible one-electron oxidation for the N-substituted compounds 5 and 6. The behavior of the heterotri-and tetrametallic complexes 10, 11, and 13 was rationalized by a combination of cyclic and square-wave voltammetry as well as the combination of chronocoulometry and linear-sweep voltammetry and by comparison with the mononuclear copper or iron tropolone and topolonimine precursors 14−16. These studies indicate that in 10 and 11 the trorucene moieties are reduced first in two coincident or slightly separated one-electron reductions with the Cu 2+ reduction at very negative potential, whereas in 13 the central Fe(III)-tris(troponolato) moiety is reduced prior to the trorucene appendices. An in vitro anticancer screening in MDA-MB-231 breast adenocarcinoma and HT-29 colon carcinoma cell lines showed enhanced antiproliferative activity for the [O,O]-coordinated iron and copper complexes.

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Section: Resultsmentioning

confidence: 99%

π-Complexes of Tropolone and Its N-Derivatives: Ambidentate [O,O]/[N,O]/[N,N]-Cycloheptatrienyl Pentamethylcyclopentadienyl Ruthenium Sandwich Complexes

et al. 2014

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“…The bond lengths and angles (Table 1) show that the coordination geometry deviates slightly from square-planar. Details of similar crystal structures have been reported by Ferná ndez-G. et al (1998). The planes formed by atoms O1/O2/N1/N2/ Cu1 (A), C2-C7 (B), C8-C17 (C), C19-C24 (D) and C25-C34 (E) make the following dihedral angles; A/B 19.53 (37) , A/C 81.51 (13) , A/D 22.84 (30) and A/E 79.76 (14) .…”

Section: Commentmentioning

confidence: 78%

Bis[2-(1-naphthyliminomethyl)phenolato-κ²N,O]copper(II)

Gao

et al. 2007

Acta Cryst E

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Synthesis, spectroscopic studies andab-initio structure determination from X-ray powder diffraction of bis-(N-3-acetophenylsalicylaldiminato)copper(II)

Banerjee

Mukherjee²,

Banerjee

et al. 2005

Cryst. Res. Technol.

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The crystal structures and electrochemical studies of three 2,3-naphthalenic Schiff base copper(II) complexes

Cited by 12 publications

References 18 publications

π-Complexes of Tropolone and Its N-Derivatives: Ambidentate [O,O]/[N,O]/[N,N]-Cycloheptatrienyl Pentamethylcyclopentadienyl Ruthenium Sandwich Complexes

π-Complexes of Tropolone and Its N-Derivatives: Ambidentate [O,O]/[N,O]/[N,N]-Cycloheptatrienyl Pentamethylcyclopentadienyl Ruthenium Sandwich Complexes

Bis[2-(1-naphthyliminomethyl)phenolato-κ²N,O]copper(II)

Synthesis, spectroscopic studies andab-initio structure determination from X-ray powder diffraction of bis-(N-3-acetophenylsalicylaldiminato)copper(II)

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The crystal structures and electrochemical studies of three 2,3-naphthalenic Schiff base copper(II) complexes

Cited by 12 publications

References 18 publications

π-Complexes of Tropolone and Its N-Derivatives: Ambidentate [O,O]/[N,O]/[N,N]-Cycloheptatrienyl Pentamethylcyclopentadienyl Ruthenium Sandwich Complexes

π-Complexes of Tropolone and Its N-Derivatives: Ambidentate [O,O]/[N,O]/[N,N]-Cycloheptatrienyl Pentamethylcyclopentadienyl Ruthenium Sandwich Complexes

Bis[2-(1-naphthyliminomethyl)phenolato-κ2N,O]copper(II)

Synthesis, spectroscopic studies andab-initio structure determination from X-ray powder diffraction of bis-(N-3-acetophenylsalicylaldiminato)copper(II)

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Bis[2-(1-naphthyliminomethyl)phenolato-κ²N,O]copper(II)