2128-93-0Relevant articles and documents
Self-Supported Ligands as a Platform for Catalysis: Use of a Polymeric Oxime in a Recyclable Palladacycle Precatalyst for Suzuki-Miyaura Reactions
Yang, Yun-Chin,Toy, Patrick H.
, p. 1319 - 1324 (2014)
A self-supported oxime palladacycle precatalyst for Suzuki Miyaura reactions was synthesized based on the polyether ether ketone architecture. This precatalyst was found to be highly efficient in Suzuki-Miyaura reactions when aryl bromides were used as substrates, but was less efficient in cross-coupling reactions when aryl chlorides were used. The polymeric palladacycle could be recovered and reused up to four times in such reactions, affording excellent yield of the desired product. The approach represents a novel strategy for generating such self-supported complexes for catalysis.Georg Thieme Verlag Stuttgart. New York.
Solution-dispersible, colloidal, conjugated porous polymer networks with entrapped palladium nanocrystals for heterogeneous catalysis of the Suzuki-Miyaura coupling reaction
Zhang, Peng,Weng, Zhihuan,Guo, Jia,Wang, Changchun
, p. 5243 - 5249 (2011)
Conjugated nanoporous polymer colloids (CNPCs) consisting of covalently cross-linked poly(p-phenyleneethynylene) networks were synthesized by using the Sonogashira coupling reaction in a toluene-in-water miniemulsion. The synthesized CNPCs having a uniform particle size distribution exhibit high porosity with a specific surface area of 421 m2/g and a dual distribution of pore size in the micropore and mesopore ranges. They are amenable to postfunctionalization and enhancement of their dispersibility in solvents, and retain their native photoluminescence. The modified CNPCs allow for in situ incorporation of palladium nanocrystals to form the Pd@CNPC composite materials. The Pd@CNPCs are validated to have excellent catalytic activity, outstanding reusability, and exceptionally high TOF (44100 h -1) for the Suzuki-Miyaura coupling reaction.
Modified zeolite immobilized palladium for ligand-free Suzuki-Miyaura cross-coupling reaction
Kumbhar, Arjun,Kamble, Santosh,Mane, Anand,Jha, Ratnesh,Salunkhe, Rajashri
, p. 29 - 34 (2013)
A palladium-based catalyst supported on modified ZSM-5 was successfully prepared by a facile procedure. The prepared heterogeneous catalyst Pd@desilicated ZSM-5 showed an excellent catalytic activity at very low Pd loading (0.02 mol%) for the ligand-free Suzuki-Miyaura coupling reactions of various aryl bromides affording excellent yields of the products. The prepared catalyst presents good recyclability, over four catalytic cycles.
Controlled Synthesis of Palladium Nanocubes as an Efficient Nanocatalyst for Suzuki-Miyaura Cross-Coupling and Reduction of p-Nitrophenol
Bhavya, M.,Bhol, Prangya,Kandathil, Vishal,Patil, Siddappa A.,Samal, Akshaya K.,Swain, Swarnalata
, p. 5208 - 5218 (2020)
Anisotropic nanocatalysts have attracted considerable attention in comparison to bulk/nanocatalysts for their enhanced activity and reactivity. The demand toward anisotropic palladium (Pd) nanostructures has increased rapidly in the field of catalysis. Pd is a well-known active catalyst for several carbon-carbon (C-C) cross-coupling reactions; among them, the Suzuki-Miyaura cross-coupling reaction is one of the most versatile and dominant methods for constructing the extraordinarily useful unsymmetrical biaryls and also for hydrogenation of organic contaminants like p-nitrophenol (p-NP). This paper provides a brief explanation about the controlled synthesis, characterization, and catalytic activity of well-defined palladium nanocubes (Pd NCs) prepared by a seed-mediated method. The synthesized monodispersed Pd NCs were characterized by spectroscopic and microscopic tools such as UV-visible, XRD, FESEM, HRTEM, and EDS analyses. Pd NCs proved as an efficient catalyst for Suzuki-Miyaura cross-coupling reactions and p-NP reduction. The catalyst shows enhanced activity, greater stability, and higher selectivity with remarkable recyclability up to 92% for five consecutive cycles. The catalytic performance of the synthesized Pd NCs was also studied in the reduction of the organic contaminant p-NP, which showed an excellent performance screening of 99% conversion in 6 min.
Pearson,Buehler
, p. 533,535 (1972)
Reusable magnetic Pd:XCoy nanoalloys confined in mesoporous carbons for green Suzuki-Miyaura reactions
Enneiymy, Mohamed,Le Drian, Claude,Matei Ghimbeu, Camélia,Becht, Jean-Michel
, p. 17176 - 17182 (2018)
We report herein PdxCoy nanoalloys confined in mesoporous carbons (Pdx-Coy@MC) prepared by an eco-friendly one-pot approach consisting in the co-assembly of readily available and non-toxic carbon precursors (phloroglucinol, glyoxal) with a porogen template (pluronic F-127) and metallic salts (H2PdCl4 and Co(NO3)2·6H2O) followed by thermal annealing. Three PdxCoy@MC materials with different alloy compositions were prepared (C1: x/y = 90/10; C2: x/y = 75/25; C3 and C4: x/y = 50/50). The nanoalloys were uniformly distributed in the carbon framework and the particle sizes depended on the alloy composition. These composites were then used for Suzuki-Miyaura reactions using either H2O or a 1:1 H2O/EtOH mixture as solvent. The Pd50Co50@MC catalyst C3 proved to be the most efficient catalyst (in terms of efficiency and magnetic recovery) affording the coupling products in good to excellent yields. After reaction, C3 was recovered quantitatively by simple magnetic separation and reused up to six times without loss of efficiency. The amount of palladium lost in the reaction mixture after magnetic separation was very low (ca. 0.1 % wt of the amount initially used).
Biaryl Coupling of Aryldiazonium Salts and Arylboronic Acids Catalysed by Gold
Medina-Mercado, Ignacio,Porcel, Susana
, (2022/03/15)
A gold-catalysed coupling of aryldiazonium salts with arylboronic acids is described. The reactions proceed in satisfactory yields under irradiation with blue LEDs in the presence of KF and a catalytic amount of ascorbic acid. Notably, 4-nitrobenzendiazonium tetrafluoroborate is sufficiently reactive to undergo the coupling with a variety of arylboronic acids in the absence of aryl radical initiators. The coupling is applicable for electron-donating and electron-withdrawing groups present at the para, ortho, and meta positions of both substrates.
Mechanochemical Solvent-Free Suzuki–Miyaura Cross-Coupling of Amides via Highly Chemoselective N?C Cleavage
Ma, Yangmin,Shao, Lei,Szostak, Michal,Wang, Ruihong,Zhang, Jin,Zhang, Pei
supporting information, (2022/01/04)
Although cross-coupling reactions of amides by selective N?C cleavage are one of the most powerful and burgeoning areas in organic synthesis due to the ubiquity of amide bonds, the development of mechanochemical, solid-state methods remains a major challe
