92-91-1Relevant articles and documents
Molecular structures and catalytic activity of palladium complexes derived from lutidine-bridged bis(benzimidazolin-2-ylidene) ligands
Jahnke, Mareike C.,Pape, Tania,Hahn, F. Ekkehardt
, p. 357 - 361 (2007)
Reaction of lutidine-bridged dibenzimidazolium dibromides 1-4 with palladium acetate gives pincer-type palladium complexes of the type [Pd(L)Br]Br [5]Br-[8]Br. Crystals suitable for an X-ray diffraction study have been obtained by slow evaporation of the solvent from dichloromethane/methanol solutions of [7]Br and [8]Br. The crystal structure of [7]+ reveals a pincer topology of the cationic complex with a distorted square-planar coordination geometry at the metal center. From a solution of complex [8]Br, a dinuclear byproduct [9]+ was obtained with two bis(benzimidazolin2-ylidene) ligands coordinating in a bridging fashion. The pincer-type palladium complexes [5]Br[8]Br were tested as precatalysts in Suzuki coupling reactions.
Facile Synthesis of a High Performance NiPd@CMK-3 Nanocatalyst for Mild Suzuki-Miyaura Coupling Reactions
Park, Ji Chan,Kim, Aram,Jang, Sanha,Yang, Jung-Il,Kang, Shin Wook,Lee, Chan-Woo,Kim, Byung-Hyun,Park, Kang Hyun
, p. 991 - 996 (2019)
Highly dispersed nickel-palladium bimetallic nanoparticles (～2 nm) on ordered mesoporous carbon CMK-3 (NiPd@CMK-3) were simply prepared using a co-infiltration method of the metal salts. The nanoparticles were successfully applied to the mild Suzuki-Miyaura coupling reactions at 25～50 °C using 4-bromoanisole and phenylboronic acid, and showed excellent catalytic performance with the high activity (0.521×10?3 molc ? gam?1 ? s?1) and productivity (69.1 gp ? gcat?1 ? h?1).
Synthesis, characterization, theoretical calculations and enzymatic activities of novel diimine-dioxime ligand and its homodinuclear Cu(II) complex
Dede, Bülent,?zen, Nurten,G?rgülü, Güven?
, p. 357 - 367 (2018)
A novel ligand [2-(biphenyl-4-yl)-2-(2-(1-(biphenyl-4-yl)-2-(hydroxyimino) ethylideneamino)ethylimino)acetaldehyde oxime] (BPHEO) and its homodinuclear Cu(II) complex [Cu2(L) (H2O) (phen)](ClO4)2 were prepared starting from biphenyl and characterized by different physical techniques. Elemental analysis, ICP-OES, FT-IR, UV–vis molar conductivity, magnetic moment measurements and thermal analyses studies were used for the characterization of the complexes. The free ligand was also characterized by 1H and 13C NMR spectra. Elemental analyses, stoichiometric and spectroscopic data of the metal complex indicated that the metal:ligand ratio of homodinuclear Cu(II) complex was found to be 2:1. The structural and vibrational spectroscopic data of the BPHEO and its homodinuclear Cu(II) complex were calculated and confirmed by DFT method. Chemical shifts (1H and 13C NMR) of the ligand were also calculated using the gauge-independent atomic orbital (GIAO) method. Furthermore the synthesized complex was tested as catalyst for the catalytic oxidation of 3,5-di-tert-butylcatechol to 3,5-di-tert-butylquinone at aerobic medium (catecholase-like activity) and disproportionation of hydrogen peroxide to the water and molecular oxygen in the presence of 1-methylimidazole (catalase-like activity). It was found that the complex showed moderate catalytic activity and suitable as a catalyst for the selected enzymatic reactions.
Porous metalloporphyrinic frameworks constructed from metal 5,10,15,20-tetrakis(3,5-biscarboxylphenyl)porphyrin for highly efficient and selective catalytic oxidation of alkylbenzenes
Yang, Xiu-Li,Xie, Ming-Hua,Zou, Chao,He, Yabing,Chen, Banglin,O'Keeffe, Michael,Wu, Chuan-De
, p. 10638 - 10645 (2012)
We incorporate metal 5,10,15,20-tetrakis(3,5-biscarboxylphenyl)porphyrin (M-H8OCPP), for the first time, into porous metal-organic frameworks. The self-assembled porous metalloporphyrinic frameworks [Mn5Cl 2(MnCl-OCPP)(DMF)4(H2O)4] ?2DMF?8CH3COOH?14H2O (ZJU-18; ZJU = Zhejiang University), [Mn5Cl2(Ni-OCPP)(H 2O)8]?7DMF?6CH3COOH?11H 2O (ZJU-19), and [Cd5Cl2(MnCl-OCPP)(H 2O)6]?13DMF?2CH3COOH?9H 2O (ZJU-20) are isostructural as revealed by their single X-ray crystal structures. The metalloporphyrin octacarboxylates (M-OCPP) (M = Mn IIICl for ZJU-18 and ZJU-20, M = NiII for ZJU-19) are bridged by binuclear and trinuclear metal carboxylate secondary building units to form a 3-periodic, binodal, edge-transitive net with Reticular Chemistry Structure Resource symbol tbo with pore windows of about 11.5 A and pore cages about 21.3 A in diameter. The porous nature of these metalloporphyrinic frameworks is further established by sorption studies in which different substrates such as ethanol, acetonitrile, acetone, cyclohexane, benzene, toluene, ethylbenzene, and acetophenone can readily have access to the pores. Their catalytic activities for the oxidation of alkylbenzenes were examined at 65 °C using tert-butyl hydroperoxide as the oxidant. The results indicate that ZJU-18 is much superior to ZJU-19, ZJU-20, and homogeneous molecular MnCl-Me8OCPP, exhibiting highly efficient and selective oxidation of ethylbenzene to acetophenone in quantitative >99% yield and a turnover number of 8076 after 48 h.
The synergistic effect of cobalt on a Pd/Co catalyzed Suzuki-Miyaura cross-coupling in water
You, Li-Xin,Liu, Hui-Jie,Cui, Lan-Xin,Ding, Fu,Xiong, Gang,Wang, Shu-Ju,Ren, Bao-Yi,Dragutan, Ileana,Dragutan, Valerian,Sun, Ya-Guang
, p. 18455 - 18458 (2016)
This work introduces the new trimetallic complex CoPd2(HBPDC)2Cl4·(H2O)4(H2BPDC = 2,2′-bipyridine-4,4′-dicarboxylic acid) as a highly efficient and more cost-effective catalyst for a Suzuki-Miyaura reaction proceeding in water, without additives and under aerobic conditions. Catalytic studies revealed a synergistic Co-Pd cooperativity, fostered by ligation through H2BPDC, and accounting for the superior performance of the heterobimetallic complex vs. its Co-free counterpart.
RETRACTED ARTICLE: trans-Tetrakis(pyridine)dichloroiron(II) as catalyst for Suzuki cross-coupling in ethanol and water
Kylm?l?, Tuula,Valkonen, Arto,Rissanen, Kari,Xu, Youjun,Franzén, Robert
, p. 6679 - 6681 (2008)
Aryl bromides can be coupled with phenylboronic acid in moderate to excellent yields using a trans-tetrakis(pyridine)dichloroiron(II) catalyst. The Suzuki-Miyaura reaction can be carried out under air in ethanol and aqueous ethanol with low catalyst loading. Addition of TBAB dramatically increases the yields in aqueous ethanol or in water. trans-Tetrakis(pyridine)dichloroiron(II) offers an environmental and less expensive method for the synthesis of biaryl compounds. This is the first example of an iron-pyridine catalyst for Suzuki cross-coupling.
Hybrid organic-inorganic silica materials containing di(2-pyridyl)methylamine-palladium dichloride complex as recyclable catalysts for Suzuki cross-coupling reactions
Trilla, Montserrat,Pleixats, Roser,Man, Michel Wong Chi,Bied, Catherine,Moreau, Joeel J. E.
, p. 2399 - 2403 (2006)
High surface hybrid silica materials containing di(2-pyridyl)methylamine-palladium dichloride complex covalently bonded to the silica matrix were prepared by sol-gel process and successfully tested as reusable catalysts for Suzuki cross-coupling reactions.
The Direct Non-Perturbing Leaching Test in the Phosphine-Free Suzuki-Miyaura Reaction Catalyzed by Palladium Nanoparticles
Kashin, Alexander N.,Ganina, Olga G.,Cheprakov, Andrey V.,Beletskaya, Irina P.
, p. 2113 - 2121 (2015)
The aryl halides normally unreactive in the reaction with phenylboronic acid in the presence of a palladium nanoparticle catalyst were shown to become involved, if a more reactive aryl iodide is simultaneously participating in the process. The involvement phenomenon can be interpreted as a direct evidence of the formation of smaller and more reactive palladium nanoparticles through leaching from the initial nanocatalyst. The involvement test was applied both to free unsupported Pd nanoparticles and supported species, thus exhibiting essentially the same character of evolutions of various nanomaterials during the catalytic transformation associated with leaching of reactive species from the initial particles. The system allows for concurrent processing of less reactive aryl bromides and even chlorides together with much more reactive aryl iodides. The interpretation of the observed phenomena and implications for practical realization of nanoparticle catalysts are discussed.
(NHC)-Pd(II) complexes with hydrophilic nitrogen ligands: Catalytic properties in neat water
Tuerkmen, Hayati,Goek, Luetfiye,Kani, Ibrahim,Cetinkaya, Bekir
, p. 633 - 642 (2013)
The cleavage reactions of the dimers [(NHC)PdX2]2 with hydrophilic N-donors, L, afforded the mixedligand complexes of the type trans-[(NHC)LPdX2] (X = Cl or Br; NHC = 1,3-dialkylbenzimidazol-2- ylidene (BIm) or bis(imino)a
Drastic enhancement of catalytic activity via post-oxidation of a porous MnII triazolate framework
Liao, Pei-Qin,Li, Xu-Yu,Bai, Jie,He, Chun-Ting,Zhou, Dong-Dong,Zhang, Wei-Xiong,Zhang, Jie-Peng,Chen, Xiao-Ming
, p. 11303 - 11307 (2014)
MnIII is a powerful active site for catalytic oxidation of alkyl aromatics, but it can be only stabilized by macrocyclic chelating ligands such porphyrinates. Herein, by using benzobistriazolate as a rigid bridging ligand, a porous MnII azolate framework with a nitrogen-rich coordinated environment similar to that of metalloporphyrins was synthesized, in which the MnII ions can be post-oxidized to MnIII to achieve drastic increase of catalytic (aerobic) oxidation performance. Later could be better: A robust and redox-active, porous coordination framework has been designed and constructed, in which the MnII ions on the pore surface can be post-oxidized to form unstable MnIII sites with drastically enhanced activity for catalytic oxidation of alkylaromatics (see figure; TBHP=tert-butyl hydroperoxide).
