Review: protonation, complex-formation equilibria, and metal–ligand interaction of salicylaldehyde Schiff bases

El‐Sherif, Ahmed A.; Al-Jahdali, Mutlaq

doi:10.1080/00958972.2013.839027

Cited by 38 publications

(9 citation statements)

References 87 publications

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“…Though polymers were enough stable to measure the photoelectrochemical response, long‐term stability at acid p H was unsatisfactory. Taking this into account and due to the known tendency of salen‐based complexes to undergo hydrolysis in acidic environment, further studies were performed at p H 7.…”

Section: Methodsmentioning

confidence: 99%

Polymeric Metal Salen‐Type Complexes as Catalysts for Photoelectrocatalytic Hydrogen Peroxide Production

et al. 2018

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Electroactive and conductive polymers based on transition metal complexes with salen‐type ligands are of interest as potential materials for energy storage and solar energy conversion. The easily tunable structure of monomers allows to modify polymer properties by changing either the central metal atom or the ligand substituents. Herein we report the photoelectrocatalytic activity of [MII(L)]n complexes, where M is Ni, Cu or Pd, and L is a tetradentate N,N,O,O salen‐type ligand, in the reduction of molecular oxygen to hydrogen peroxide in water solutions on polymer‐coated ITO electrodes. The photocathodic current at 0 V vs. Ag/AgCl is pH‐dependent, reaching maximum at pH 1 and dropping almost to zero at pH 12. Hydrogen peroxide production is almost quantitative (97 % efficiency measured in 1‐compartment cell). Maximal photocurrent and H2O2 concentrations achieved comprise 23 μA/cm2 and 1.3×10−3 M respectively.

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Section: Methodsmentioning

confidence: 99%

Polymeric Metal Salen‐Type Complexes as Catalysts for Photoelectrocatalytic Hydrogen Peroxide Production

et al. 2018

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“…Then 102.7 mg (0.63 mmol) ammonium hexafluorophosphate (NH 4 PF 6 ) was added and continued to reaction for 6 h. The solvent was evaporated to dryness on a rotary evaporator; then methylene dichloride (5 mL) was injected, and the precipitate (ammonium hexafluorophosphate) was removed by filtration. Hexane was added for diffusion purification and orange target complexes ( Ir1 – Ir4 ) were obtained. , Data were as follows:…”

Section: Methodsmentioning

confidence: 99%

In Vitro and In Vivo of Triphenylamine-Appended Fluorescent Half-Sandwich Iridium(III) Thiosemicarbazones Antitumor Complexes

et al. 2021

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Half-sandwiched structure iridium(III) complexes appear to be an attractive organometallic antitumor agents in recent years. Here, four triphenylamine-modified fluorescent half-sandwich iridium(III) thiosemicarbazone (TSC) antitumor complexes were developed. Because of the “enol” configuration of the TSC ligands, these complexes formed a unique dimeric configuration. Aided by the appropriate fluorescence properties, studies found that complexes could enter tumor cells in an energy-dependent mode, accumulate in lysosomes, and result in the damage of lysosome integrity. Complexes could block the cell cycle, improve the levels of intrastitial reactive oxygen species, and lead to apoptosis, which followed an antitumor mechanism of oxidation. Compared with cisplatin, the antitumor potential in vivo and vitro confirmed that Ir4 could effectively inhibit tumor growth. Meanwhile, Ir4 could avoid detectable side effects in the experiments of safety evaluation. Above all, half-sandwich iridium(III) TSC complexes are expected to be an encouraging candidate for the treatment of malignant tumors.

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“…Salicylaldehydes have considerable synthetic utility,a sp recursors for variousd rugs, dyes, metal complexes, etc. Specifically, the reactiono fs alicylaldehydes with primary amines has been extensively studied, [1][2][3][4][5][6] and the resulting Schiff-base compounds have been appliedt ov ariousf unctionalm aterials exhibiting electricalc onduction, [7] redox properties, [8][9][10][11] luminescence, [12][13][14] nonlinear optical properties, [15][16][17] and catalytica ctivity. [18][19][20] Somes alicylideneanilines are known to showc olor conversionb ased on the changei np reference among three isomers, that is, cis-enol, cis-keto, and trans-keto forms,u nder the influence of photo-irradiationor heat.…”

Section: Introductionmentioning

confidence: 99%

Synthesis and Properties of Salicylaldehydes Fine‐Tuned by Modular Assembly using “Plug‐and‐Socket”‐Type Extendibility

Houjou

Suzuki

Shen

et al. 2017

Chemistry A European J

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A salicylaldehyde derivative bearing four pyridine arms, 3,5-bis(N,N-bis(2-pyridylmethyl)aminomethyl)-2,4-dihydroxybenzaldehyde (Hbpsal) as a "socket", was prepared and used to derive a series of zinc complexes with various extra anions "plugged" into their vacant site. The crystal structure and H NMR spectra were noticeably influenced by the extra anions, allowing fine-tuning of the properties by "plug-and-socket"-type modification. Similar to unsubstituted salicylaldehyde, the zinc complexes reacted with primary amines to afford Schiff-base compounds. Because of the potential chirality around the coordination sphere, reaction with a chiral amine resulted in an equilibrium system between diastereomers, the potential of which as chiral sources tunable by the extra anions is discussed. Some of the complexes were further converted into zinc- or nickel-salphen (=N,N-bis(salicylidene)-1,2-phenylenediamine) complexes. The electrochemical properties of the nickel complex were slightly modified by the extra anions, whereas the photophysical properties of the zinc complex appeared unchanged.

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Review: protonation, complex-formation equilibria, and metal–ligand interaction of salicylaldehyde Schiff bases

Cited by 38 publications

References 87 publications

Polymeric Metal Salen‐Type Complexes as Catalysts for Photoelectrocatalytic Hydrogen Peroxide Production

Polymeric Metal Salen‐Type Complexes as Catalysts for Photoelectrocatalytic Hydrogen Peroxide Production

In Vitro and In Vivo of Triphenylamine-Appended Fluorescent Half-Sandwich Iridium(III) Thiosemicarbazones Antitumor Complexes

Synthesis and Properties of Salicylaldehydes Fine‐Tuned by Modular Assembly using “Plug‐and‐Socket”‐Type Extendibility

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