4714-26-5Relevant articles and documents
Palladium Nanoparticles Supported on Cellulosic Paper as Multifunctional Catalyst for Coupling and Hydrogenation Reactions
Kalanthoden, Abdul Nasar,Zahir, Md. Hasan,Aziz, Md. Abdul,Al-Najar, Basmah,Rani, S. Kutti,Shaikh, M. Nasiruzzaman
, (2022/01/06)
Hallmark of a successful catalyst is its high efficiency, economic aspects, operational simplicity, extensive reusability, higher environment friendliness, and potential use in multiple industrial applications. Herein, a facile protocol involving a cataly
A new PEPPSI type N-heterocyclic carbene palladium(II) complex and its efficiency as a catalyst for Mizoroki-Heck cross-coupling reactions in water
Borah, Dhrubajit,Das, Pankaj,Saha, Biswajit,Sarma, Bipul
, (2020/03/23)
Abstract: A new air and moisture stable PEPPSI (PEPPSI: pyridine-enhanced pre-catalyst preparation, stabilisation, and initiation) themed palladium N-heterocyclic carbene (NHC) complex [Pd(L)Br2(Py)] (1) [L: 2-flurobenzyl)-1-(4-methoxyphenyl)-1H-imidazolline-2-ylidene] was synthesized and characterized. The structure of complex 1 was determined by X-ray single-crystal analysis. The palladium center in 1 adopted a square planar geometry with carbene and pyridine ligands occupying the mutual trans position. The complex 1 was employed to catalyze the Mizoroki-Heck cross-coupling reactions of aryl bromides/iodides with styrene in water. To the best of our knowledge, this is the first report where a Pd-PEPPSI catalyst was successfully employed in aqueous-phase Mizoroki-Heck reaction. Good to excellent yields of cross-coupling products were obtained with a range of representative aryl bromides/iodides under relatively mild conditions (100 °C, 1 mol% of 1). Graphic abstract: A new palladium PEPPSI complex was synthesized, characterized and evaluated as catalyst for the Mizoroki-Heck reaction in aqueous medium. Both electron-donating and electron-withdrawing aryl halides (bromides and iodides) reacted with styrene to give corresponding coupling products in moderate to excellent yields.[Figure not available: see fulltext.].
FUNCTIONALIZED MAGNETIC NANOPARTICLE, A CATALYST, A METHOD FOR FORMING C-C BONDS
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Paragraph 0212; 0213, (2018/04/20)
A functionalized magnetic nanoparticle including an organometallic sandwich compound and a magnetic metal oxide. The functionalized magnetic nanoparticle may be reacted with a metal precursor to form a catalyst for various C—C bond forming reactions. The catalyst may be recovered with ease by attracting the catalyst with a magnet.
Pd nanoparticles immobilized on magnetic chitosan as a novel reusable catalyst for green Heck and Suzuki cross-coupling reaction: In water at room temperature
Hajipour, Abdol R.,Sadeghi, Ali R.,Khorsandi, Zahra
, (2018/03/01)
A novel type of magnetically responsive chitosan nanocomposite was successfully synthesized as a green and high powerful palladium-based heterogeneous catalyst and its efficiency in Heck and Suzuki cross-coupling was evaluated. This catalyst promote a large library of functional substrates of these reactions under mild and sustainable conditions (water or ethanol as solvent, at room temperature, in significantly short reaction time (20?minutes)) and stand as recyclable, metal scavenging catalytic systems.
Pure space steric hindrance effect on intramolecular proton transfer in excited state and photophysics of conjugated new dyes under near-IR laser irradiation
Su, Jihong,Lu, Yao,Ding, Ge,Wang, Zhenqiang,Huang, Fanrui,Gao, Fang,Luo, Ziping,Li, Hongru
, p. 92 - 102 (2017/07/22)
This study presented a variety of new extended conjugated dyes bearing internal proton transfer segments, which were characterized with different extent of space steric hindrance. Besides, the dyes lack of proton transfer moieties were synthesized as the
Pd/Cu-free Heck and Sonogashira cross-coupling reaction by Co nanoparticles immobilized on magnetic chitosan as reusable catalyst
Hajipour, Abdol R.,Rezaei, Fatemeh,Khorsandi, Zahra
supporting information, p. 1353 - 1361 (2017/08/18)
Chitosan (CS) is a porous, self-standing, nanofibrillar microsphere that can be used as a metal carrier. Amino groups on CS enable to modulate cobalt coordination using a safe organic ligand (methyl salicylate). This catalyst efficiently promotes Heck cross-coupling of a large library of functional substrates under mild and sustainable conditions (polyethylene glycol as solvent at 80 °C in a short time (1 h)). The cobalt complex was also used as a heterogeneous, efficient, inexpensive, and green catalyst for Sonogashira cross-coupling reactions. The reactions of various aryl halides and phenylacetylene provided the corresponding products in moderate to good yields. More importantly, this phosphine, copper, and palladium-free catalyst was stable under the reaction conditions and could be easily reused using an external magnet for at least five successive runs without a discernible decrease in its catalytic activity.
Novel cyclodextrin-modified h-BN@Pd(II) nanomaterial: An efficient and recoverable catalyst for ligand-free C-C cross-coupling reactions in water
Ma, Xiaojun,Lv, Guanghui,Cheng, Xu,Li, Weijian,Sang, Rui,Zhang, Yong,Wang, Qiantao,Hai, Li,Wu, Yong
, (2017/10/05)
An environmentally friendly palladium(II) catalyst supported on cyclodextrin-modified h-BN was successfully prepared. The catalyst was characterized by FT-IR, SEM, TG, XRD and XPS, and the loading level of Pd in h-BN@β-CD@Pd(II) was measured to be 0.088?mmol g?1 by ICP. It exhibits excellent catalytic activity for the Suzuki and Heck reactions in water, and can be easily separated and consecutively reused for at least nine times. In addition, a series of pharmacologically interesting products were successfully synthesized using this catalyst to demonstrate its potential applications in pharmaceutical industries. Above all, this work opens up an interesting and attractive avenue for the use of cyclodextrin-functionalized h-BN as an efficient support for hydrophilic heterogeneous catalysts.
Ligand-Free C–C Coupling Reactions Promoted by Hexagonal Boron Nitride-Supported Palladium(II) Catalyst in Water
Cheng, Xu,Li, Weijian,Nie, Ruifang,Ma, Xiaojun,Sang, Rui,Guo, Li,Wu, Yong
supporting information, p. 454 - 466 (2017/02/10)
A micron-scale palladium(II) material has been successfully prepared using Schiff base-modified hexagonal boron nitride as a support and used for the first time as an efficient and recyclable catalyst in organic synthesis. The morphology, composition, metal loading and thermal stability of the catalyst were studied using scanning electron microscopy (SEM), X-ray photoelectron spectroscopy (XPS), X-ray diffraction (XRD), infrared spectroscopy (FT-IR), inductively coupled plasma (ICP) and thermogravimetric (TG) analyses. Then, the micron material was tested in various C–C cross-coupling reactions and exhibited excellent catalytic activities in the Suzuki and Heck reactions. Moreover, the catalyst could be easily recovered by simple filtration and reused at least ten times without significant loss of its catalytic activity. In general, this work demonstrates the possibility of using Schiff-base@hexagonal boron nitride as an efficient support for heterogeneous catalysts. (Figure presented.).
Azo-amide palladium(II) complexes: Synthesis, characterization and application in C–C cross-coupling reactions
Pratihar, Jahar Lal,Mandal, Paritosh,Lin, Chia-Her,Lai,Mal, Dasarath
, p. 224 - 230 (2017/08/08)
The newly designed tridentate ligands bis-2,2′-(N-alkylamino)azobenzene, 1a-1d, have been prepared by the reaction between 2,2′-diaminoazobenzene and alkyl halides in the presence of K2CO3. These ligands were reacted with Na2[PdCl4] in a 1:1 ratio in methanol to give the new Pd(II) complexes 2a–2d. All the compounds were characterized by 1H NMR, IR spectroscopy and elemental analysis. Furthermore, the solid-state structures of the ligand 1a and two complexes (2a and 2c) were determined using single crystal X-ray diffraction analysis. The diffraction analysis revealed that the ligands bind with the Pd(II) ion in a monoanionic tridentate (N,N,N) fashion, offering a distorted square planar geometry where the fourth position is occupied by one chloride ligand. The air/moisture stable complex 2a was employed as an efficient catalyst for the Suzuki and Heck reactions under mild conditions. The catalyst exhibits high catalytic activities for the coupling of several aryl halides with phenyl boronic acid and styrene, providing excellent yields. Further, the catalyst can be easily recovered by simple chromatographic separation and reused up to three times without significant loss of its catalytic activity.
Magnetic nanoparticle-supported ferrocenylphosphine: A reusable catalyst for hydroformylation of alkene and Mizoroki-Heck olefination
Shaikh, M. Nasiruzzaman,Aziz, Md. Abdul,Helal, Aasif,Bououdina, Mohamed,Yamani, Zain H.,Kim, Tae-Jeong
, p. 41687 - 41695 (2016/05/19)
We present dopamine (dop) conjugated bis(diphenylphosphino)ferrocenylethylamine (BPPFA) functionalized magnetic nanoparticles (Fe3O4). A ferrocene ({η5-C5H4-PPh2}Fe{η5-C5H3-1-PPh2-2-CH(Me)NH-CH2-CH2-4Ph-1,2-OH}) ligand (dop-BPPF) has been prepared by reaction of (1-[1′,2-bis(diphenylphosphino)-ferrocenyl]ethyl acetate) and dopamine hydrochloride to form dop-BPPF, which was characterized by NMR, IR, FTIR, EA and FAB-MS. This ligand was anchored on ultrasmall (6-8 nm) magnetic nanoparticles (MNP) to yield Fe3O4@dop-BPPF. The resulting ferrocenylphosphine on magnetic nanoparticles was characterized by SEM, EDS, XRD, TEM, TGA, and VSM. The magnetic nature of the materials was investigated. Fe3O4@dop-BPPF exhibits very high catalytic activity for the Pd-catalyzed Mizoroki-Heck reaction and exceptionally high regioselectivity for the Rh-catalyzed hydroformylation reaction with branched aldehydes (up to > 99%). The potential of this Fe3O4@dop-BPPF as a reusable catalyst has been studied for the Mizoroki-Heck reaction, and this catalyst was robustly active even after eleven consecutive cycles.
