150039-18-2Relevant academic research and scientific papers
Synthesis of Pd@graphene oxide framework nanocatalyst with enhanced activity in Heck-Mizoroki cross-coupling reaction
Shekarizadeh, Arezoo,Azadi, Roya
, (2020)
A new method was developed for producing a catalyst involving a Pd nanoparticle (NP) embedded in a graphene oxide framework (Pd@GOF) with ordered macro- and mesoporous structures. First, 5,5′-diamino-2,2′-bipyridine was selected as cross-linking for covalent modification of GO nanosheets to prepare a three-dimensional (3D) framework with interlayer spaces in which well-dispersed and ultra-small Pd NPs in situ grew and embedded the framework. The synthesized nanopores 3D Pd@GOF can act as nanoreactors to help the reaction substrates thoroughly come into contact with the surface of Pd NPs, thereby exhibiting high activity toward the Heck reaction, rarely reported concerning Pd NPs supported on one-side functionalized graphene. The Pd@GOF catalyst can be used 10 times without any significant loss in the catalytic activity, confirming the long-term stability of this catalyst. Therefore, the covalently assembled GOF was proposed as a universal platform for hosting noble metal NPs to construct the desired metal@GOF nanocatalyst with improved activity and stability that can be used in a broad range of practical applications.
Organized photocycloaddition of 4-benzoylbenzoate with unsaturated carboxylates in hydrotalcite clay interlayers
Shichi, Tetsuya,Takagi, Katsuhiko,Sawaki, Yasuhiko
, p. 781 - 782 (1996)
Photoirradiation of a mixture of 4-benzoylbenzoate (1) and 4-(2-phenylethenyl)benzoate yielded regioselective oxetanes in the presence of hydrotalcite clay. Similar irradiation of a mixture of 1 and cinnamate gave rise to β-truxinate, but not oxetane. The unexpected formation of oxetanes is understood by the favorable distance between C=O and C=C bonds packed in clay interlayers.
NiFe2O4@SiO2@ZrO2/SO42-/Cu/Co nanoparticles: A novel, efficient, magnetically recyclable and bimetallic catalyst for Pd-free Suzuki, Heck and C-N cross-coupling reactions in aqueous media
Alavi G., Seyyedeh Ameneh,Nasseri, Mohammad Ali,Kazemnejadi, Milad,Allahresani, Ali,Hussainzadeh, Mahdi
, p. 7741 - 7757 (2021/05/13)
The novel heterogeneous bimetallic nanoparticles of Cu-Co were synthesized based on magnetic nanoparticles, and the magnetic nanocatalyst was characterized by XRD, FE-SEM, EDX mapping, BET, TEM, HRTEM, FTIR, TGA, and VSM. This catalyst was successfully applied as a recyclable magnetically catalyst in Heck, Suzuki, and C-N cross-coupling reactions with various aryl halides (iodides, bromides, and chlorides as challengeable substrates), with olefins, phenylboronic acid, and amines, respectively. We considered the rise of synergetic effects from the different Lewis acid and Br?nsted acid sites present in the catalyst. The catalyst was synthesized with cheap, available materials and a simple synthesis method. The catalyst can be separated easily using an external magnet. It was recycled for more than ten runs without a sensible loss of its catalytic activity, and no significant leaching of the Cu and Co quantity was observed. The significant benefits of the method are high-level generality, simple operation, and there are no heavy metals and toxic solvents. This is a quick, easy, efficacious and environmentally friendly protocol, and no by-products are formed in the reaction. These features make it an appropriate practical alternative protocol. In comparison with recent works, the other advantage of this catalyst is the synthesis of a wide variety of C-C and C-N bond derivatives (more than 40 derivatives). The other significant advantage is the low temperature of the reaction and the use of the least possible amount of the catalyst (0.003 g). The efficiency was good to excellent and the catalyst selectivity has been high. We aspire that our study inspires more interest to design novel catalysts based on using low-cost metal ions (such as cobalt and copper) in the cross-coupling reactions. This journal is
Aminomethylpyridinequinones as new ligands for PEPPSI-type complexes
Gajda, Roman,Poater, Albert,Brotons-Rufes, Artur,Planer, Sebastian,Wo?niak, Krzysztof,Grela, Karol,Kajetanowicz, Anna
, p. 138 - 156 (2021/03/22)
A set of six new catalysts possessing quinone moieties in a pyridine ligand was synthesized and fully characterized by standard analytical techniques, including X-Ray crystallography. The results obtained in Suzuki and Mizoroki–Heck cross-coupling reactions catalyzed by quinone-based compounds were comparable to these obtained in the presence of the original PEPPSI complex designed by Organ. DFT calculations allow to see the structural and electronic factors to describe their similarity. On the other hand, steric maps and NCI plots were the tools to have a more global view of the systems studied, leaving the sphere of reactivity around the metal.
Chemoselective and Sequential Palladium-Catalyzed Couplings for the Generation of Stilbene Libraries via Immobilized Substrates
Traficante, Carla I.,Fagundez, Catherine,Serra, Gloria L.,Mata, Ernesto G.,Delpiccolo, Carina M. L.
supporting information, p. 225 - 229 (2016/06/01)
A versatile palladium-catalyzed tandem synthetic sequence to afford E-stilbenes libraries has been developed. Excellent regio- and stereocontrol have been achieved by means of the sequence of Hiyama and Heck cross-couplings. Undesirable homocoupling bypro
A highly active nickel-fibre complex as a catalyst for the Heck reaction
Wu, Zhi-Chuan,Yang, Quan,Chen, Meng,Liu, Li,Tao, Ting-Xian
, p. 164 - 166 (2016/04/20)
A new amidoxime fibre-nickel catalyst (AOFs-Ni(0)) was synthesised by a coordination and reduction reaction. The X-ray diffraction patterns indicated that the Ni(II) ions were reduced to Ni(0). The scanning electron microscope image showed that the Ni(0) particles which were reduced in situ had a diameter of about 300 nm. This catalyst demonstrated high activity in the Heck coupling reaction of aryl iodine and conjugated alkenes without the protection of an inert atmosphere.
Efficiency of [2 + 2] photodimerization of various stilbene derivatives within the DNA duplex scaffold
Doi, Tetsuya,Kashida, Hiromu,Asanuma, Hiroyuki
supporting information, p. 4430 - 4437 (2015/04/14)
A DNA duplex was used as a scaffold to evaluate the intrinsic reactivity of [2 + 2] photodimerization between stilbene derivatives; the duplex pre-organizes the substrates avoiding the need for an association step. Unmodified stilbenes were first introduc
Time-dependent stereoselective Heck reaction using mesoporous Pd/TiO 2 nanoparticles catalyst under sunlight
Soni, Saurabh S.,Kotadia, Deepali A.
, p. 510 - 515 (2014/02/14)
Pd(0)-doped mesoporous TiO2 nanoparticles (Pd/TiO2) have been synthesized using an EISA method. The catalytic activity of Pd/TiO2 nanoparticles (NPs) is significantly enhanced under solar light irradiation for the Heck reaction. The Heck coupling product gives a considerable amount of Z-isomer, due to photochemical isomerization of the initially formed E-isomer, providing a facility for the time-dependent selectivity of E/Z-isomers under sunlight at ambient conditions. The Royal Society of Chemistry.
Small-molecule inhibitors of 25-hydroxyvitamin D-24-hydroxylase (CYP24A1): Synthesis and biological evaluation
Ferla, Salvatore,Aboraia, Ahmed S.,Brancale, Andrea,Pepper, Christopher J.,Zhu, Jinge,Ochalek, Justin T.,Deluca, Hector F.,Simons, Claire
, p. 7702 - 7715 (2015/01/08)
The synthesis of imidazole styrylbenzamide, tert-butyl styrylimidazole, and tert-butyl styrylsulfonate derivatives is described. Evaluation of binding affinity and inhibitory activity against CYP24A1 identified the imidazole styrylbenzamides as potent inhibitors of CYP24A1, having selectivity with respect to CYP27B1 comparable with or greater than that of the standard ketoconazole. Further evaluation of the 3,5-dimethoxy and 3,4,5-trimethoxy derivatives in chronic lymphocytic leukemia cells revealed that co-treatment of 1α,25-dihydroxyvitamin D3plus inhibitor coordinately upregulated GADD45α and CDKN1A. Docking experiments on the inhibitors in the CYP24A1 enzyme active site suggest the compounds reach the active site through the vitamin D access tunnel and are exposed to multiple hydrophobic residues. The imidazole styrylbenzamides are optimally positioned to allow interaction of the imidazole with the heme, and, in the case of the methoxy derivatives, a hydrogen bond between the 3-methoxy group and Gln82 stabilizes the molecule in a favorable active conformation.
Copper(ii) oxide on aluminosilicate mediated Heck coupling of styrene with aryl halides in water
Babu, S. Ganesh,Neelakandeswari,Dharmaraj,Jackson, S. David,Karvembu
, p. 7774 - 7781 (2013/06/27)
CuO/aluminosilicate has been found to be an efficient catalyst for the aqueous Heck coupling of styrene with aryl halides under ligand free conditions. The catalyst (CuO/aluminosilicate) was prepared from CuCl2· 6H2O, aluminium nitrate and tetraethyl orthosilicate (TEOS) and characterized by XRD, HR-TEM, SEM-EDX and XPS. The reaction conditions were optimized with different solvents, bases, catalyst amounts and temperatures using sytrene and 4-chlorobenzonitrile as a model system. The scope of the reaction was subsequently extended to include various substituted aryl halides. Regioselectivity, heterogeneity and reusability were performed.
