130451-86-4Relevant academic research and scientific papers
Trimetallic PEPPSI-Type Palladium N-Heterocyclic Carbene Complexes - Improved Catalyst Lifetime in the Mizoroki-Heck Coupling Reaction
Martnez-Olid, Francisco,Andrs, Romn,Flores, Juan C.,Gmez-Sal, Pilar
, p. 4076 - 4087 (2015)
A series of mono- and dendritic trimetallic PEPPSI-type (pyridine-enhanced precatalyst preparation stabilization and initiation) complexes bearing N-heterocyclic carbene (NHC) ligands containing a protected amine in the form of an ethylphthalimido group h
Deep Eutectic Solvent Compatible Metallic Catalysts: Cationic Pyridiniophosphine Ligands in Palladium Catalyzed Cross-Coupling Reactions
Marset, Xavier,Khoshnood, Abbas,Sotorríos, Lia,Gómez-Bengoa, Enrique,Alonso, Diego A.,Ramón, Diego J.
, p. 1269 - 1275 (2017)
Cationic pyridiniophosphine ligands have been synthetized in an attempt to develop a deep eutectic solvents (DESs) compatible catalytic systems. These ligands, in combination with PdCl2, have been successfully applied to different palladium-catalyzed cross coupling reactions, such as Suzuki–Miyaura, Sonogashira, or Heck couplings. While traditional palladium ligands in DES medium failed to reproduce the results obtained in VOC solvents, these cationic phosphines improved the catalytic activity of palladium as no other traditional ligand could in such a polar medium. In addition, the recyclability of these processes was studied, allowing us to reuse both, catalyst and solvent up to 5 times in Suzuki and Sonogashira reactions without a significant drop in the catalytic activity. Regarding the structure of the Pd catalysts, titration, NMR, and DFT studies have clearly demonstrated the coordination properties of the DES-compatible cationic phosphine ligands.
SULFAMATE DERIVATIVE COMPOUNDS FOR USE IN TREATING OR ALLEVIATING A PSYCHIATRIC DISORDER
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Paragraph 526-529; 643-647, (2022/04/03)
The present invention relates to a pharmaceutical composition for treating and/or alleviating a psychiatric disorder comprising a sulfamate derivative compound and/or a pharmaceutically acceptable salt thereof as an active ingredient. Furthermore, the present invention relates to a pharmaceutical composition for inducing anti-stress, anti-anxiety and/or anti-depressant activities comprising a sulfamate derivative compound and/or a pharmaceutically acceptable salt thereof as an active ingredient.
Phosphine-Functionalized Chitosan Microparticles as Support Materials for Palladium Nanoparticles in Heck Reactions
Biajoli, André F. P.,Fajardo, André R.,Lemos, Thalia S. A.,de Souza, Jaqueline F.
, (2022/01/11)
Herein, we investigated the activation and stabilization of Pd nanoparticles using microparticles of chitosan-functionalized with phosphine moieties. The catalytic activity of the prepared material was assessed in a series of Heck reactions, which demonst
N-Heterocyclic Carbene/Carboxylic Acid Co-Catalysis Enables Oxidative Esterification of Demanding Aldehydes/Enals, at Low Catalyst Loading
Berkessel, Albrecht,Biswas, Animesh,Harnying, Wacharee,Sudkaow, Panyapon
supporting information, p. 19631 - 19636 (2021/08/09)
We report the discovery that simple carboxylic acids, such as benzoic acid, boost the activity of N-heterocyclic carbene (NHC) catalysts in the oxidative esterification of aldehydes. A simple and efficient protocol for the transformation of a wide range of sterically hindered α- and β-substituted aliphatic aldehydes/enals, catalyzed by a novel and readily accessible N-Mes-/N-2,4,6-trichlorophenyl 1,2,4-triazolium salt, and benzoic acid as co-catalyst, was developed. A whole series of α/β-substituted aliphatic aldehydes/enals hitherto not amenable to NHC-catalyzed esterification could be reacted at typical catalyst loadings of 0.02–1.0 mol %. For benzaldehyde, even 0.005 mol % of NHC catalyst proved sufficient: the lowest value ever achieved in NHC catalysis. Preliminary studies point to carboxylic acid-induced acceleration of acyl transfer from azolium enolate intermediates as the mechanistic basis of the observed effect.
Mizoroki-Heck Reaction of Unstrained Aryl Ketones via Ligand-Promoted C-C Bond Olefination
Wang, Mei-Ling,Xu, Hui,Li, Han-Yuan,Ma, Biao,Wang, Zhen-Yu,Wang, Xing,Dai, Hui-Xiong
supporting information, p. 2147 - 2152 (2021/04/05)
Mizoroki-Heck reaction of unstrained aryl ketone with acrylate/styrene is accomplished via palladium-catalyzed ligand-promoted C-C bond cleavage. Various (hetero)aryl ketones are compatible in the reaction, affording the alkene product in good to excellent yields. Further applications in the late-stage olefination of some drugs, natural products, and fragrance-derived aryl ketones demonstrate the synthetic utility of this protocol. By employing ketone as both the directing group and the leaving group, 1,2-bifunctionalization is achieved via sequential ortho-C-H alkylation/ipso-Heck olefination.
Oxoammonium-Mediated Allylsilane–Ether Coupling Reaction
Carlet, Federica,Bertarini, Greta,Broggini, Gianluigi,Pradal, Alexandre,Poli, Giovanni
supporting information, p. 2162 - 2168 (2021/04/02)
A new C(sp3)?H functionalization reaction consisting of the oxidative α-allylation of allyl- and benzyl- methyl ethers has been developed. The C?C coupling could be carried out under mild conditions thanks to the use of cheap and green oxoammonium salts. The scope of the reaction was studied over 27 examples, considering the nature of the substituents on the two coupling partners.
Amidoxime modified PAN supported palladium complex: A greener and efficient heterogeneous catalyst for heck reaction
Sruthi, Pambingal Rajan,Sarika, Vijayalekshmi,Suku, Arya,Krishnan, Aravind,Anas, Saithalavi
, (2019/12/23)
Development of a facile and greener approach for Heck reaction using a modified PAN supported palladium catalyst is described. The preparation of the catalyst involves a simple process through amidoxime modification of nitrile group in Polyacrylonitrile (PAN), followed by the complexation with Palladium chloride (PdCl2). The resulting supported catalyst was characterized by spectroscopic analyses and further by computational studies. This polymer supported Palladium complex displayed excellent catalytic activity in Heck coupling reaction of a series of activated alkenes and aryl halides and afforded the corresponding coupling products upto 96% isolated yield. After the reaction, the catalyst was easily recovered by simple filtration and recycled with excellent stability and activity even after 5 runs. This is the first report on the use of amidoxime functionalized PAN- Palladium (II) complex as a heterogeneous catalyst in Heck coupling reaction.
C–C Cross-Coupling Reactions of Organosilanes with Terminal Alkenes and Allylic Acetates Using PdII Catalyst Supported on Starch Coated Magnetic Nanoparticles
Patra, Debabrata,Panja, Subir,Saha, Amit
supporting information, p. 878 - 883 (2020/02/13)
Starch coated magnetic nanoparticles supported palladium catalyst has been explored to perform C–C cross coupling reactions, such as oxidative Heck coupling and Tsuji–Trost allylic coupling using organosilicon compounds as one of the coupling partners. The biopolymer coated magnetic catalyst was very easy to recover magnetically and was efficiently recycled in the subsequent batches. All the reactions were performed in air and thus the necessity of air and moisture free reaction condition is avoided. The present protocols show wide substrate scope and good yields of the products.
Pd/Cu-free Heck and Sonogashira coupling reactions applying cobalt nanoparticles supported on multifunctional porous organic hybrid
Hajipour, Abdol R.,Khorsandi, Zahra
, (2020/02/11)
A new heterogeneous cobalt catalyst has been synthesized by immobilizing Co species onto a nitrogen-rich porous organic polymer (Co@imine-POP). The heterogeneous catalyst synthesized was efficient in Heck and Sonogashira cross-coupling reactions in green media under mild reaction conditions without inert air and phase transfer agents. This phosphine-, copper-, and palladium-free catalyst was stable under the reaction conditions and could be reused for at least eight successive runs without a discernible decrease in its catalytic activity.
