20488-42-0Relevant academic research and scientific papers
High catalytic activity in aqueous heck and Suzuki-Miyaura reactions catalyzed by novel Pd/Ln coordination polymers based on 2,2′-bipyridine-4,4′-dicarboxylic acid as a heteroleptic ligand
You, Lixin,Zhu, Wenli,Wang, Shuju,Xiong, Gang,Ding, Fu,Ren, Baoyi,Dragutan, Ileana,Dragutan, Valerian,Sun, Yaguang
, p. 47 - 53 (2016)
Four novel heterobimetallic Pd/Ln coordination polymers, [LnPd(BPDC)5/2(H2O)·4H2O]n (Ln = Nd (1), Sm (2), Eu (3) and Dy (4); H2BPDC = 2,2′-bipyridine-4,4′-dicarboxylic acid), have been synthesized und
Nonbasic, room temperature, palladium-catalyzed coupling of aryl and alkenyl iodides with boronic acids mediated by copper(I) thiophene-2-carboxylate (CuTC)
Savarin, Cecile,Liebeskind, Lanny S.
, p. 2149 - 2151 (2001)
(Matrix presented) A new protocol for the palladium-catalyzed, copper-mediated coupling of aryl and alkenyl iodides with boronic acids is described. As an alternative to the well-known and widely used Suzuki cross-coupling, this reaction occurs in the absence of a base at room temperature and should be particularly useful for the construction of substrates bearing base-sensitive and thermally sensitive moieties.
An air-stable organometallic low-molecular-mass gelator: Synthesis, aggregation, and catalytic application of a palladium pincer complex
Tu, Tao,Assenmacher, Wilfried,Peterlik, Herwig,Weisbarth, Ralf,Nieger, Martin,Doetz, Karl Heinz
, p. 6368 - 6371 (2007)
(Chemical Equation Presented) An efficient organometallic gelator can gel a variety of organic solvents even in concentrations as low as 0.2 wt %. π Stacking of the heteroarene moieties, van der Waals interactions between the alkyl chains, and metal-metal
Electrochemical synthesis of palladium nanoparticles in PVP solutions and their catalytic activity in Suzuki and Heck reactions in aqueous medium
Uberman, Paula M.,Perez, Luis A.,Martin, Sandra E.,Lacconi, Gabriela I.
, p. 12330 - 12341 (2014)
Small palladium nanoparticles (PdNPs) with large-surface area were synthesized in aqueous media in the presence of poly(N-vinylpyrrolidone) (PVP) using a simple electrochemical method. Electroreduction of Pd(ii) species on a vitreous carbon electrode was performed by application of a current density pulse and the resulting PVP-Pd dispersion was formed. Highly concentrated PdNPs suspensions, stabilized with PVP molecules were obtained in a short time at room temperature. The size and morphology of the nanostructures obtained depend on the current density (30 to 8 nm PdNPs, for current densities in the -100 and -350 mA cm-2 range). Nanoparticle structures with large-surface area were investigated by transmission electron microscopy. The surface area of the PdNPs notably increased when the current density is more negative. The resulting PVP-stabilized PdNPs showed a very high catalytic activity when they were used in Suzuki and Heck reactions. With elevated TON and TOF, and in aqueous medium, this catalytic system proved to be an environmental friendly alternative to the conventional Pd catalyst.
Structural variation, dynamics, and catalytic application of palladium(ii) complexes of di-N-heterocyclic carbene-amine ligands
Houghton, Jennifer,Dyson, Gavin,Douthwaite, Richard E.,Whitwood, Adrian C.,Kariuki, Benson M.
, p. 3065 - 3073 (2007)
A series of palladium(ii) complexes incorporating di-NHC-amine ligands has been prepared and their structural, dynamic and catalytic behaviour investigated. The complexes [trans-(κ2-tBuCN(Bn) CtBu)PdCl2] (12) an
Synthesis and characterization of tris{2-(N,N-bis(diphenylphosphino) aminoethyl} amine derivatives: Application of a palladium(II) complex as a pre-catalyst in the Heck and Suzuki cross-coupling reactions
Aydemir, Murat,Baysal, Akin,Gümgüm, Bahattin
, p. 3810 - 3814 (2008)
The polydendate bis(phosphino)amine, tris{2-(N,N-bis(diphenylphosphino)aminoethyl}amine 1 has been prepared in a single step from the reaction of tris(2-aminoethyl)amine with six equivalents of PPh2Cl in the presence of NEt3 in THF.
Electrochemical Proton Reduction over Nickel Foam for Z-Stereoselective Semihydrogenation/deuteration of Functionalized Alkynes
Valiente, Alejandro,Martínez-Pardo, Pablo,Kaur, Gurpreet,Johansson, Magnus J.,Martín-Matute, Belén
, (2021/12/22)
Selective reduction strategies based on abundant-metal catalysts are very important in the production of chemicals. In this paper, a method for the electrochemical semihydrogenation and semideuteration of alkynes to form Z-alkenes was developed, using a simple nickel foam as catalyst and H3O+ or D3O+ as sources of hydrogen or deuterium. Good yields and excellent stereoselectivities (Z/E up to 20 : 1) were obtained under very mild reaction conditions. The reaction proceeded with terminal and nonterminal alkynes, and also with alkynes containing easily reducible functional groups, such as carbonyl groups, as well as aryl chlorides, bromides, and even iodides. The nickel-foam electrocatalyst could be recycled up to 14 times without any change in its catalytic properties.
Palladium Complexes with Phenoxy- And Amidate-Functionalized N-Heterocyclic Carbene Ligands Based on 3-Phenylimidazo[1,5- a]pyridine: Synthesis and Catalytic Application in Mizoroki-Heck Coupling Reactions with Ortho-Substituted Aryl Chlorides
Hung, Cheng-Hau,Zheng, Wei-Yuan,Lee, Hon Man
, p. 702 - 713 (2021/04/02)
Mononuclear and tetranuclear palladium complexes with functionalized "abnormal"N-heterocyclic carbene (aNHC) ligands based on 3-phenylimidazo[1,5-a]pyridine were synthesized. All of the new complexes were structurally characterized by single-crystal X-ray diffraction studies. The new complexes were applied in the Mizoroki-Heck coupling reaction of aryl chlorides with alkenes in neat n-tetrabutylammonium bromide (TBAB). The mononuclear palladium complex with a tridentate phenoxy- and amidate-functionalized aNHC ligand displayed activity superior to that of the palladium complex with a bidentate amidate-functionalized aNHC ligand. The new tetranuclear complex with the tridentate ligand displayed the best activities, capable of the activation of deactivated aryl chlorides as substrates with a low Pd atom loading. Even challenging sterically demanding ortho-substituted aryl chlorides were successfully utilized as substrates. The studies revealed that the robustness of the catalyst precursor is crucial in delivering high catalytic activities. Also, the promising use of tetranuclear palladium complexes with functionalized aNHC ligands as the catalyst precursors in the Mizoroki-Heck coupling reaction in neat TBAB was demonstrated.
A Solid-Phase Assisted Flow Approach to In Situ Wittig-Type Olefination Coupling
Aldrich-Wright, Janice R.,Dankers, Christian,Gordon, Christopher P.,Polyzos, Anastasios,Tadros, Joseph
supporting information, p. 4184 - 4194 (2021/08/24)
Described herein is the development of a continuous flow, solid-phase triphenylphosphine (PS-PPh3) assisted protocol to facilitate the in situ coupling of reciprocal pairs of halogen and carbonyl functionalised molecular pairs by a Wittig olefination within 15 mins. The protocol entails injecting a single solution (1 : 1 CHCl3 : EtOH) containing the halogenated and carbonyl-based substrates into a continuously flowing stream of CHCl3 : EtOH (1 : 1), passed through a fixed bed of K2CO3 and PS-PPh3. With advancement to the previous PS-PPh3 coupling procedures, the method employs a traditional polystyrene-based immobilisation matrix, the substrate scope of the protocol extended to substituted ketones, secondary alkyl chlorides, and an unprotected maleimide scaffold.
PVC-NHC-Pd(0): An efficient and reusable heterogeneous catalyst for highly cis-selective semihydrogenation of alkynes using formic acid as hydrogen source
Li, Yiqun,Zheng, Waner,Zhou, Yuemin
, (2021/10/29)
PVC-NHC-Pd(0) catalyst was prepared and exerted to highly cis-selective semihydrogenation of diarylacetylene using formic acid as hydrogen source under mild condition. The as-prepared catalyst was well characterized by various techniques such as FT-IR, 1H NMR, XRD, SEM, EDX, TEM, XPS, and TGA. The catalyst can be easily recovered and recycled without loss of its activity and selectivity owing to the metal-ligand interaction between Pd(0) with polymeric NHC ligands. This protocol is an attractive alternative of the classical Lindlar's hydrogenation.
