Search results for " Catalysis"

Iron‐Catalyzed Cross‐Couplings in the Synthesis of Pharmaceuticals: In Pursuit of Sustainability

2018

The scarcity of precious metals has led to the development of sustainable strategies for metal-catalyzed cross-coupling reactions. The establishment of new catalytic methods using iron is attractive owing to the low cost, abundance, ready availability, and very low toxicity of iron. In the last few years, sustainable methods for iron-catalyzed cross-couplings have entered the critical area of pharmaceutical research. Most notably, iron is one of the very few metals that have been successfully field-tested as highly effective base-metal catalysts in practical, kilogram-scale industrial cross-couplings. In this Minireview, we critically discuss the strategic benefits of using iron catalysts a…

Di- and Tetrairon(III) μ-Oxido Complexes of an N3S-Donor Ligand: Catalyst Precursors for Alkene Oxidations

2019

The new di- and tetranuclear Fe(III) μ-oxido complexes [Fe 4 (μ-O) 4 (PTEBIA) 4 ](CF 3 SO 3 ) 4 (CH 3 CN) 2 ] (1a), [Fe 2 (μ-O)Cl 2 (PTEBIA) 2 ](CF 3 SO 3 ) 2 (1b), and [Fe 2 (μ-O)(HCOO) 2 (PTEBIA) 2 ](ClO 4 ) 2 (MeOH) (2) were prepared from the sulfur-containing ligand (2-((2,4-dimethylphenyl)thio)-N,N-bis ((1-methyl-benzimidazol-2-yl)methyl)ethanamine (PTEBIA). The tetrairon complex 1a features four μ-oxido bridges, while in dinuclear 1b, the sulfur moiety of the ligand occupies one of the six coordination sites of each Fe(III) ion with a long Fe-S distance of 2.814(6) A. In 2, two Fe(III) centers are bridged by one oxido and two formate units, the latter likely formed by methanol oxidati…

Effect of oxidative stress on UDP-glucuronosyltransferases in rat astrocytes.

2012

WOS:000309170300003; International audience; The present work reports data regarding effects of an induced oxidative stress on the mainly expressed isoforms of UDP-glucuronosyltransferases (UGTs) in the brain. UGT1A6 and UGT1A7 expression and enzymatic activities toward the 1-naphthol were analyzed in rat cultured astrocytes following the exposure for 48 h to redox-cycling xenobiotic compounds such as quinones and bipyridinium ions. The expression of NADPH:cytochrome P450 reductase and NAD(P)H:quinone oxidoreductase 1 (NQO1) was also investigated. Oxidative stress induced significant deleterious changes in astrocyte morphology, decreased cell viability and inhibited catalytic function of UG…

Effect of ionic liquids in acid-promoted heterocyclic rearrangement reaction

Reactivity of phenylhydrazones in ionic liquids solution: the effect of copper(II) salts

Regiospecific oxidation of polycyclic aromatic dihydrodiols by rat liver dihydrodiol dehydrogenase

1991

Rat liver dihydrodiol dehydrogenase (DDH, E.C. 1.3.1.20) has recently been shown to oxidize the highly carcinogenic benz[a]anthracene-3,4- dihydrodiol in an NADP(+)-dependent reaction to its corresponding catechol. The present study is a systematic investigation of the substrate specificity of the purified enzyme towards synthetic trans-dihydrodiol metabolites of phenanthrene, benz[a]anthracene, chrysene, dibenz[a, h]anthracene and benzo[a]pyrene. DDH exhibited a remarkable regiospecificity of enzymatic catalysis with regard to the site of the dihydrodiol moiety of the parent hydrocarbon. M-region- and, with lower efficiency, bay-region dihydrodiols were found to be good substrates of the e…

N-Methylcaprolactam as a Dipolar Aprotic Solvent for Iron-Catalyzed Cross-Coupling Reactions: Matching Efficiency with Safer Reaction Media

2019

Although iron‐catalysis provides a powerful alternative to the more conventional palladium and nickel in the cross‐coupling arena, the major limitation is the necessity for carcinogenic N‐methylpyrrolidone as a co‐solvent in the vast majority of catalytic reactions. Herein, we introduce N‐methylcaprolactam as an efficient, non‐toxic and practical dipolar aprotic solvent for iron‐catalyzed C(sp2)−C(sp3) alkylative cross‐coupling of aryl chlorides and tosylates. The utility of this method is reflected by its wide substrate scope, high yields and capacity to cross‐couple challenging alkyl organometallics prone to b‐hydride elimination and homocoupling. Considering the broad utility of iron‐cat…

Supported Ionic Liquids: A Versatile and Useful Class of Materials.

2017

Supported ionic liquids (SILs) represent a class of materials with peculiar properties and a huge potential regarding their possible applications in different fields of chemistry. Herein, we report our ongoing research about the use of SILs as support for organocatalysts, their role as catalysts themselves, and their application as support and stabilizers of palladium nanoparticles (PdNPs). The use of SILs based materials allowed achieving good results. Moreover, in some cases, after the functionalization of the catalytic species with an ion-tag moiety, a release and catch approach was employed in order to improve the catalytic activity and to facilitate the recovery of the hybrid system fo…

Supramolecular Design of Low-dimensional Carbon Nano-hybrids encoding a Polyoxometalate-bis-Pyrene Tweezer

2014

A novel bis-pyrene tweezer anchored on a rigid polyoxometalate scaffold fosters a unique interplay of hydrophobic and electrostatic supramolecular interactions, to shape carbon nanostructures (CNSs)-based extended architectures.

Porous Materials Based on 3-Dimensional Td-Directing Functionalized Adamantane Scaffolds and Applied as Recyclable Catalysts

2018

Porous materials have been of high scientific and technological interest owing to their unique performances in many topical applications related to multiphasic functional systems: gas separation and storage, heterogeneous catalysis, energy conversion, etc. We review herein the synthetic strategies applied for using functionalized adamantane derivatives as polyhedral (mainly tetrahedral, Td-directing) building units of three-dimensional (3-D) porous supramolecular structures and nanomaterials, either purely organic or within metal hybrid frameworks. The resulting materials are currently used in varied heterogeneous (or supported) transition metal catalysis and organocatalysis, including rece…