60254-10-6Relevant articles and documents
Synthesis and characterisation of the water soluble bis-phosphine complex [Ru(η6-cymene)(PPh2(o-C6H 4O)-κ2-P,O)(pta)]+ and an investigation of its cytotoxic effects
Renfrew, Anna K.,Egger, Alexander E.,Scopelliti, Rosario,Hartinger, Christian G.,Dyson, Paul J.
, p. 1144 - 1150 (2010)
Metal complexes bearing phosphine ligands are attracting increasing attention for their applications in medicinal chemistry. In particular, organometallic ruthenium-phosphine complexes have been found to exhibit promising antitumour activity. The synthesis, anticancer activity and reactivity of a novel bis-phosphine complex, [Ru(η6-cymene)(PPh 2(o-C6H4O)-κ2-P,O)(pta)]Cl (pta = 1,3,5-triaza-7-phosphatricyclo[3.3.1.1.]decane), is presented. The complex appears to exhibit its anticancer effect via a different mechanism to other ruthenium-arene pta complexes with labile co-ligands.
Catalytic, Kinetic, and Mechanistic Insights into the Fixation of CO2 with Epoxides Catalyzed by Phenol-Functionalized Phosphonium Salts
Hu, Yuya,Wei, Zhihong,Frey, Anna,Kubis, Christoph,Ren, Chang-Yue,Spannenberg, Anke,Jiao, Haijun,Werner, Thomas
, p. 363 - 372 (2020/11/30)
A series of hydroxy-functionalized phosphonium salts were studied as bifunctional catalysts for the conversion of CO2 with epoxides under mild and solvent-free conditions. The reaction in the presence of a phenol-based phosphonium iodide proceeded via a first order rection kinetic with respect to the substrate. Notably, in contrast to the aliphatic analogue, the phenol-based catalyst showed no product inhibition. The temperature dependence of the reaction rate was investigated, and the activation energy for the model reaction was determined from an Arrhenius-plot (Ea=39.6 kJ mol?1). The substrate scope was also evaluated. Under the optimized reaction conditions, 20 terminal epoxides were converted at room temperature to the corresponding cyclic carbonates, which were isolated in yields up to 99 %. The reaction is easily scalable and was performed on a scale up to 50 g substrate. Moreover, this method was applied in the synthesis of the antitussive agent dropropizine starting from epichlorohydrin and phenylpiperazine. Furthermore, DFT calculations were performed to rationalize the mechanism and the high efficiency of the phenol-based phosphonium iodide catalyst. The calculation confirmed the activation of the epoxide via hydrogen bonding for the iodide salt, which facilitates the ring-opening step. Notably, the effective Gibbs energy barrier regarding this step is 97 kJ mol?1 for the bromide and 72 kJ mol?1 for the iodide salt, which explains the difference in activity.
Electrophilic d0 Cations of Group 4 Metals (M = Ti, Zr, Hf) Derived from Monopentafulvene Complexes: Direct Formation of Tridentate Cp, O, P -Ligands
Fischer, Malte,Schaper, Raoul,Jaugstetter, Maximilian,Schmidtmann, Marc,Beckhaus, Rüdiger
supporting information, p. 1192 - 1205 (2018/04/17)
The reactions of the monopentafulvene complexes Ti1a and Ti1b with the general formula [CpTi(Cl)(π-η5:σ-η1-C5H4=CR2)] (R = p-tolyl (Ti1a); CR2 = adamantylidene (Ti1b)) with the bidentate P,
PHOSPHONIUM COMPOUND AND PRODUCTION METHOD THEREFOR
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Paragraph 0157; 0165-0167, (2018/02/28)
The present invention provides a phosphonium compound of formula (II). Also provided is a method for producing a quaternary phosphonium compound labeled with a positron emitting radionuclide, the method comprising the step of reacting an electrophile of f
Aryl Fluorosulfate Trapped Staudinger Reduction
Ren, Gerui,Zheng, Qinheng,Wang, Hua
supporting information, p. 1582 - 1585 (2017/04/13)
A chemoselective Staudinger reduction/sulfur(VI) fluoride exchange cascade has been developed to join two chemical segments through an aryl sulfamate ester (RNH-SO2-OAr) linkage. Aryl fluorosulfate is exploited in this work as the first tetrahe
Early-Late Heterometallic Complexes of Gold and Zirconium: Photoluminescence and Reactivity
Bestgen, Sebastian,Schoo, Christoph,Zovko, Christina,K?ppe, Ralf,Kelly, Rory P.,Lebedkin, Sergei,Kappes, Manfred M.,Roesky, Peter W.
, p. 7115 - 7126 (2016/05/19)
OH functionalized triarylphosphines were used to assemble zirconocene-based metalloligands with phosphine donor sites in varying positions. These complexes were subsequently treated with different gold precursors to obtain early-late heterometallic compou
Preparation of 4-halobenzoate-containing phosphane-based building blocks for labeling reactions using the traceless Staudinger ligation
Mamat, Constantin,K?ckerling, Martin
, p. 387 - 394 (2015/02/19)
Functionalized phosphane-containing key building blocks were synthesized that are suitable for the labeling of biologically active molecules by the traceless Staudinger ligation. Thus, a 2-(diphenylphosphanyl)phenyl 4-stannylbenzoate building block was converted into the 4-iodobenzoate by the introduction of iodine. The traceless Staudinger ligation was used to introduce the resulting 4-iodobenzoate moiety into selected molecules of pharmacological interest. Furthermore, the labeling procedure was used to insert the 4-iodobenzoate moiety into a peptide on solid support. Finally, a convenient recovery procedure of the key phosphane building block 2-(diphenylphosphanyl)phenol from 2-(diphenylphosphoryl)phenol was evaluated.
APPLICATION OF STAUDINGER LIGATION IN PET IMAGING
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Page/Page column 18; 23, (2011/10/13)
A method for generating a radiolabeled tracer. The method includes providing a phosphine molecule having at least one carbocyclic, aromatic, or pyrrolidinyl ring with an OH substitute. The OH of this phosphines molecule is then condensed with an acid to p
Synthesis and characterization of novel half-metallocene-type group IV complexes containing phosphine oxide - Phenolate chelating ligands and their application to ethylene polymerization
Liu, Jing-Yu,Liu, San-Rong,Li, Bai-Xiang,Li, Yan-Guo,Li, Yue-Sheng
, p. 4052 - 4059 (2011/10/03)
A series of novel half-metallocene-type group IV metal complexes containing phosphine oxide-phenolate chelating ligands of type CpMCl2[O-2R 1-4R2-6(Ph2P=O)C6H2] (Cp = C5H5, M = Ti, 2a: R1 = R2 = H; 2b: R1 = Ph, R2 = H; 2c: R1 = tBu, R2 = H; 2d: R1 = R2 = tBu; M = Zr, 3b: R1 = Ph, R2 = H; 3c: R1 = tBu, R2 = H; 3d, R1 = R2 = tBu) have been synthesized in high yields (60-76%) from CpMCl3 (M = Ti, Zr) with 1.0 equiv of 2R1-4R2-6(Ph2P=O)C 6H2OH in THF and in the presence of triethylamine, and the complexes were identified by NMR and mass spectra as well as elemental analysis. Structures for 2a-d and 3d were further confirmed by X-ray crystallography. Complexes 2a-d adopt a five-coordinate, distorted square-pyramidal geometry around the titanium center. Complex 3d has a six-coordinate, distorted octahedral geometry around the zirconium center, in which the equatorial positions are occupied by oxygen atoms of the chelating phosphine oxide-phenolate ligand and two chlorine atoms. The cyclopentadienyl ring and the oxygen atom of the THF molecule are coordinated on the axial position. When activated by modified methylaluminoxane, all complexes exhibited moderate to high activities toward ethylene polymerization, giving high molecular weight polymer with a unimodal molecular weight distribution. The substituents on ligands and the metal center as well as the reaction conditions have a profound effect on the polymerization. It should be noted that zirconium complexes 3b-d displayed notable ethylene polymerization activity even at high temperature (75 C). Moreover, using Ph3CB(C6F 5)4/i-Bu3Al in place of MMAO as a cocatalyst, 3b-d also generate high molecular weight polymer with high efficiency under the same conditions.
Ethylene polymerization by the chromium catalysts based on bidentate [O, P=O] or [S, P] ligands
He, Li-Peng,Mu, Hong-Liang,Li, Bai-Xiang,Li, Yue-Sheng
experimental part, p. 311 - 319 (2010/11/05)
Novel chromium catalysts based on bidentate phenoxy- phosphinoyl (HO-2R1-4R2-6(Ph2P=O)C6H2: R1 = R2 = H, 3a; R1 = tBu, R2 = H, 3b; R1 = R2 = tBu, 3c; R1 = R2/sub
