72287-26-4Relevant articles and documents
New Pd-Fe ferrocenyl antiparasitic compounds with bioactive 8-hydroxyquinoline ligands: a comparative study with their Pt-Fe analogues
Rivas, Feriannys,Medeiros, Andrea,Quiroga, Cristina,Benítez, Diego,Comini, Marcelo,Rodríguez-Arce, Esteban,Machado, Ignacio,Cerecetto, Hugo,Gambino, Dinorah
, p. 1651 - 1665 (2021)
In the search for a more effective chemotherapy for the treatment of Human African Trypanosomiasis, a disease caused by the parasiteTrypanosoma brucei, the development of ferrocenyl compounds has arisen as a promising strategy. In this work, five new Pd-Fe heterobimetallic [PdII(L)(dppf)](PF6) compounds, including 8-hydroxyquinolyl derivatives HL1-HL5 as bioactive ligands and dppf = 1,1′-bis(diphenylphosphino)ferrocene as the organometallic co-ligand, were synthesized and fully characterized in the solid state and in solution. Molecular structures of three compounds were solved by single crystal X-ray diffraction methods. The compounds displayed submicromolar or micromolar IC50values against bloodstreamT. brucei(IC50: 0.33-1.2 μM), and good selectivity towards the pathogen (SI: 4-102) with respect to mammalian macrophages (cell line J774). The new Pd complexes proved to be 2-fold to 45-fold more potent than the drug nifurtimox but most of them are less active than their Pt analogues. Potential molecular targets were studied. The complexes interact with DNA but they do not alter the intracellular thiol-redox homeostasis of the parasite. In order to understand and predict the main structural determinants on the anti-T. bruceiactivity, a search of quantitative structure-activity relationships (QSAR) was performed including all the [M(L)(dppf)](PF6) complexes, where M = Pd(ii) or Pt(ii), currently and previously developed by us. The correlation obtained shows the relevance of the electronic effects, the lipophilicity and the type of metal. According to the QSAR study, compounds with electron-withdrawing ligands, higher lipophilicity and harboring Pt would result in higherT. bruceicytotoxicity. From the whole series of [M(L)(dppf)](PF6) compounds developed, where M = Pt(ii) or Pd(ii) and HL = 8-hydroxyquinolyl derivatives, Pt-dppf-L4 (IC50= 0.14 μM, SI = 48) was selected to perform an exploratory pre-clinical study in infected mice. This hit compound lacks acute toxicity when applied to animals in the dose/regimen described and exerts an anti-proliferative effect on parasites, which extends animal survival but is not curative.
Photo-oxidation of bis[1,2-bis(diphenylphosphino)ferrocene]-palladium(0) in CCl4 induced by ferrocene to solvent charge transfer excitation
Kunkely, Horst,Vogler, Arnd
, p. 215 - 217 (1998)
The electronic spectrum of Pd0[(PPh2C5H4)2Fen]2 in CCl4 shows an absorption at λmax = 338 nm that is assigned to a charge transfer-to-solvent (CTTS) transition from the ferrocene moiety to CCl4. The CTTS excitation leads to the formation of PdII[(PPh2C5H4)2Fe II]Cl2. It is suggested that the irradiation induces initially the generation of FeIII, which then oxidizes Pd0 by intramolecular electron transfer. Product formation takes place by a disproportionation of PdI.
Stereospecific Synthesis of α- and β-C-Aryl-Δ2-Glycopyranosides from p-tert-Butylphenyl α-O-Δ2-Glycopyranoside via Grignard Reagents
Moineau, Christophe,Bolitt, Veronique,Sinou, Denis
, p. 1103 - 1104 (1995)
Palladium-catalysed coupling of p-tert-butylphenyl α-O-Δ2-glycopyranoside with various substituted arylmagnesium bromides provides the corresponding C-α-aryl-Δ2-glycopyranosides, while nickel-mediated reaction allows the preparation of the C-β-aryl anomers.
Preparation, molecular structure, and solution properties of 1-[1,1′-bis(diphenylphosphino)ferrocene]palladatetraborane
Housecroft, Catherine E.,Owen, Steven M.,Raithby, Paul R.,Shaykh, Bilal A. M.
, p. 1617 - 1623 (1990)
1-[1,1′-Bis(diphenylphosphino)ferrocene]palladatetraborane, 1-{(dppf)Pd}B3H7 (1), has been prepared by the reaction of (dppf)PdCl2 with octahydrotriborate(1-). The molecular structure of 1 has been determined: triclinic, P
The thiosulfate (S2O32?) ion; a neglected but simple hetero-donor ligand towards platinum(II), palladium(II) and nickel(II)
Henderson, William,Kaewthong, Aphiwat,Saunders, Graham C.
, (2022/01/24)
Reactions of the thiosulfate ligand (as sodium thiosulfate, Na2S2O3·5H2O) with phosphine complexes of the group 10 metals Ni(II), Pd(II) and Pt(II) resulted in five neutral thiosulfate complexes, [Ni(S2O3)(dppe)] (dppe = Ph2PCH2CH2PPh2), [Pd(S2O3)(dppe)], [Pd(S2O3)(dppf)] (dppf = Fe(C5H4PPh2)2), [Pd(S2O3)(PPh3)2] and [Pt(S2O3)(PPh3)2]. X-ray structure determinations of [Pd(S2O3)(dppf)], [Pd(S2O3)(PPh3)2] and [Pt(S2O3)(PPh3)2] confirmed that thiosulfate ligand coordinates as a bidentate chelating ligand via both sulfur and oxygen donor atoms. In addition, reactions of the thiosulfate ligand with dinuclear chloride-bridged cyclopalladated complexes gave four mononuclear anionic complexes [Pd(S2O3)(damp)]? (damp = N,N-dimethylbenzylamino, (CH3)2NCH2C6H4), [Pd(S2O3)(ptpy)]? (ptpy = p-tolylpyridyl), ]Pd(S2O3)(bzpy)]? (bzpy = 2-benzylpyridyl) and [Pd(S2O3))pap)]? (pap = 2-(phenylazo)phenyl). The structure of (Ph3PCH2Ph)[Pd(S2O3)(pap)] by X-ray crystallography revealed the ability of thiosulfate ligand to cleave the bridging chloride ligand on the starting complexes by acting as an S,O-donor chelating ligand. An ESI mass spectrometric investigation showed that the coordinated thiosulfate ligand undergoes fragmentation at elevated capillary exit voltages.
Meso -Tetra-(4-pyridyl)porphyrin/palladium(ii) complexes as anticancer agents
Alves, Kamilla M.,Ayalla, Alejando P.,Batista, Alzir A.,Dutra, Jocely De L.,Ellena, Javier,Gon?alves, Pablo J.,Guedes, Adriana P. M.,Honorato, Jo?o,Li?o, Luciano M.,Velozo-Sa, Vivianne S.
, p. 16254 - 16264 (2021/11/27)
This study reports the synthesis, structural characterization and cytotoxic activity of four new palladium/pyridylporphyrin complexes, with the general formula {TPyP[PdCl(P-P)]4}(PF6)4, where P-P is 1,2-bis(diphenylphosphino)ethane (dppe), 1,3-bis(diphenylphosphino)propane (dppp), 1,2-bis(diphenylphosphino)butane (dppb) or 1,1′-bis(diphenylphosphino)ferrocene (dppf). The complexes were characterized by elemental analysis, and by FT-IR, UV/Vis, 1H and 31P{1H} NMR (1D/2D) spectroscopy. The slow evaporation of a methanolic solution of {TPyP[PdCl(dppb)]4}(PF6)4 (in an excess of NaBF4 salt) resulted in single crystals suitable for X ray diffraction, allowing the determination of the tridimensional structure of this complex, which crystallized in the P21/a space group. The cytotoxicity of the complexes against MDA-MB-231 (breast cancer cells) and MCF-10A (non-tumor breast cancer cells), was determined by the colorimetric MTT method, which revealed that all four complexes show selective indexes close to 1.2, lower than that of cisplatin for the same cells (12.12). The interaction of the complexes with CT-DNA was evaluated by UV-visible and viscosity measurements and it was determined that the complexes interact moderately with CT-DNA, probably by H-bonding/π-π stacking and electrostatic interactions. This journal is
Preparation method of [1, 1'-bis (diphenylphosphino) ferrocene] palladium dichloride
-
Paragraph 0030-0048, (2021/02/06)
The invention discloses a preparation method of [1, 1'-bis (diphenylphosphino) ferrocene] palladium dichloride, which comprises the following steps of: (a) adding palladium powder into an aqua regia solution, heating for dissolution, adding hydrochloric acid while the solution is hot to drive nitrate, cooling, and adding an ethanol-water mixed solution for dilution; (b) dissolving 1, 1'-bis (diphenylphosphino) ferrocene (dppf) in an organic solvent in a stirring state to obtain an organic solution of 1, 1'-bis (diphenylphosphino) ferrocene; and (c) dropwise adding the solution obtained in thestep (a) into the solution obtained in the step (b), stirring for reaction, cooling, filtering, washing, draining, and carrying out vacuum drying to obtain a red [1, 1'-bis (diphenylphosphino) ferrocene] palladium dichloride complex crystal. The initial raw material palladium powder is directly used for replacing palladium dichloride, the target product is directly synthesized, the synthesis period is shortened, the reaction steps are simplified, the efficiency is improved, the production cost is reduced, the yield of the target product is larger than 99%, and the purity of the target productis larger than 99%.
Preparation method of palladium complex
-
Paragraph 0025-0032, (2020/07/02)
The invention discloses a preparation method of a palladium complex. The method comprises the following steps: 1, dissolving palladium metal salt in diluted hydrochloric acid; 2, allowing a metal saltsolution obtained in the step 1 to pass through an anion exchange resin column to enable chloropalladate radicals to be exchanged onto resin; 3, enabling a diphenylphosphino ferrocene solution to flow through the resin to obtain red turbid liquid; and 4, carrying out filtering, and washing a precipitate with ethanol to separate the resin and the precipitate. The preparation method disclosed by the invention is simple to operate, capable of realizing continuous production, high in product purity, recyclable in reaction liquid and high in metal utilization rate.
Reactivity of hemilabile pyridyl- and methyl-substituted pyrimidylselenolates with [MCl2(dppf)] (M?=?Pd, pt; dppf?=?bis(diphenylphisphino)ferrocene)
Chauhan, Rohit Singh,Cordes, David B.,Slawin, Alexandra M.Z.,Yadav, Seema,Dash, Chandrakanta
supporting information, p. 125 - 129 (2018/04/17)
The bis(diphenylphisphino)ferrocene (dppf) derived palladium analogue of [PdCl2(dppf)] on reaction with the sodium salt of pyridyl/pyrimidyl selenolate yielded mononuclear cis configured complex [Pd(SeAr)2(dppf)] (Ar = C5H
Oxidative Mechanochemistry: Direct, Room-Temperature, Solvent-Free Conversion of Palladium and Gold Metals into Soluble Salts and Coordination Complexes
Do, Jean-Louis,Tan, Davin,Fri??i?, Tomislav
, p. 2667 - 2671 (2018/02/06)
Noble metals are valued, critical elements whose chemical activation or recycling is challenging, and traditionally requires high temperatures, strong acids or bases, or aggressive complexation agents. By using elementary palladium and gold, demonstrated here is the use of mechanochemistry for noble-metal activation and recycling by mild, clean, solvent-free, and room-temperature chemistry. The process leads to direct, efficient, one-pot conversion of the metals, including spent catalysts, into either simple water-soluble salts or metal–organic catalysts.
