Article
Chemistry, Organic
Zhao-Wei Wu, Wei Wen, Qi-Xiang Guo
Summary: A highly efficient biphenyl aldehyde-based ternary catalytic system is designed and used in the direct α-allylation reaction of N-unprotected amino acid esters and allyl alcohol acetates. The chemoselectivity of C-allylation and N-allylation is effectively controlled, and various racemic α,α-disubstituted amino acid esters are obtained in good-to-high yields. The target products can be easily converted into structurally diverse α,α-disubstituted amino acids at a gram scale.
Article
Chemistry, Physical
Caleb Medena, Corinne Aubert, Etienne Derat, Louis Fensterbank, Geoffrey Gontard, Omar Khaled, Cyril Ollivier, Nicolas Vanthuyne, Marc Petit, Marion Barbazanges
Summary: This study reveals the significant role of a chiral bis-phosphorylated-helical ligand in the palladium-catalyzed Tsuji-Trost allylation. It was found that the (R) and (S) isomeric products can be selectively formed based on the amount of ligand introduced. Analysis through P-31 NMR spectroscopy, X-Ray diffraction, and DFT calculations shed light on the mechanism behind the role of organometallic species involved.
Article
Spectroscopy
Zhigang Gao, Siyan Qiu, Minchuan Yan, Shaohui Lu, Haibo Liu, Huihui Lian, Peng Zhang, Jing Zhu, Mingjie Jin
Summary: Palladium, widely used in various fields, may cause irreversible damage to the environment and organisms, prompting the need for new detection methods. In this study, a novel fluorescence probe (RHS) was designed with high selectivity and sensitivity for rapid detection of palladium within 20 minutes.
SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY
(2022)
Review
Chemistry, Physical
Gianpiero Cera, Giovanni Maestri
Summary: This review presents the method of converting alkynes into reactive allylmetal species by merging palladium and Bronsted acid catalysts, which has been used in developing new C-C and C-Het bond forming methodologies, and has wide applications in polymer chemistry, deuterium-labeling, and stereoselective catalysis.
Article
Chemistry, Multidisciplinary
Rodney A. Fernandes, Dnyaneshwar A. Gorve, Amit K. Jha
Summary: A stereodivergent protecting-group-directed Tsuji-Trost cyclization has been successfully used to synthesize both 2,5-cis- and 2,5-trans-disubstituted-THF scaffolds. In the presence of a beta-O-silyl group, cis-2,5-disubstituted-3-oxygenated THF is formed with a high diastereomeric ratio of up to 9:1. Alternatively, when the free OH at the beta-position can coordinate with acetate, trans-2,5-disubstituted-3-hydroxy THF scaffold is generated as a single diastereomer (diastereomeric ratio up to 1:0). These THF scaffolds were used in the total synthesis of oxylipids and (+)-petromyroxol.
CHEMICAL COMMUNICATIONS
(2023)
Article
Chemistry, Multidisciplinary
Juan Feng, Jiayi Shi, Lan Wei, Mingqing Liu, Zhiming Li, Yuanjing Xiao, Junliang Zhang
Summary: In this study, a highly regio- and diastereo-selective palladium/PC-Phos-catalyzed asymmetric Heck/Tsuji-Trost reaction was reported for the synthesis of various functionalized chiral hexahydroindoles with good yields and high enantioselectivity. The application of this reaction to the concise synthesis of (-)-alpha-Lycorane was demonstrated.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2023)
Article
Chemistry, Physical
Xian-Xiao Chen, Zhi-Tao He
Summary: The migratory Tsuji-Trost reaction is a new concept beyond the scope of classical Tsuji-Trost reaction, which focuses on the transformation of alkene substrates bearing a remote leaving group. By olefin migration or leaving group migration, typical allyl intermediates are formed for subsequent substitution reactions.
Article
Chemistry, Inorganic & Nuclear
Yonghua Tan, Marine Lefevre, Francois Pierrard, Mathieu Soetens, Maria Shoueiry, Esra Yildiz, Sebastien Ibanez, Kubra Ozkan, Olivier Feron, Raphael Frederick, Olivier Riant
Summary: In this study, a series of discrete palladium complexes bearing acetanilide ligands were developed, which showed a good balance between reactivity and stability in living cells. The catalytic activity and cytotoxicity of these complexes were investigated in SiHa cells, and acetanilide[tri(2-furyl)phosphine]palladium(II) triflate showed promising results. Under physiological conditions, this palladium complex exhibited a second-order reaction rate of 30 M -1 s -1, and LC-MS studies suggested a potential tandem Heck/Tsuji-Trost mechanism. Our results demonstrate the potential of using these discrete palladium complexes for bioorthogonal chemistry studies in living cells.
JOURNAL OF ORGANOMETALLIC CHEMISTRY
(2023)
Article
Chemistry, Multidisciplinary
Corentin Bon, Paola B. Arimondo, Ludovic Halby
Summary: 2-nitrosulfonamide derivatives are used as nucleophiles in the Tsuji-Trost Reaction, offering a flexible and convenient method for the synthesis of allyl amine derivatives with good to excellent yields. This method provides a wide range of primary and dissymmetric secondary allyl amines under mild conditions.
Article
Chemistry, Multidisciplinary
David Liedo, Guillermo Grindlay, Jose M. Sansano
Summary: In this study, the Tsuji-Trost reaction of allylic acetates with nucleophiles was optimized using a task specific ionic liquid (TSIL)-palladium complex, resulting in high yields and total selectivity. The reaction of inexpensive allylic alcohols and 3-acyloxindole derivatives was also investigated, and the recovery and recycling of the catalytic system with the ionic liquid were analyzed and compared with previous studies.
COMPTES RENDUS CHIMIE
(2022)
Review
Chemistry, Inorganic & Nuclear
Sean McCarthy, D. Christopher Braddock, James D. E. T. Wilton-Ely
Summary: Palladium is essential in modern synthetic chemistry, catalytic converters, and electronic equipment. The unsustainable consumption of palladium through mining has led to increased financial and environmental costs. Approaches such as low-loading catalysis, recyclable catalysts, and palladium recovered from secondary sources are being explored to address this issue and move towards more sustainable use of the critical metal.
COORDINATION CHEMISTRY REVIEWS
(2021)
Review
Chemistry, Multidisciplinary
Manoj Kumar Jha, Sahira Joshi, Ram Kumar Sharma, Allison A. Kim, Bishweshwar Pant, Mira Park, Hem Raj Pant
Summary: Improper discharge and management of agro-forest byproducts escalate global warming and water/air pollution, while their conversion into smart materials presents a promising strategy for waste management. Activated carbons (ACs) with developed porous structure and surface functional groups are extensively used as adsorbents, and their adsorption capacity can be enhanced through surface modifications for specific applications.
Article
Chemistry, Multidisciplinary
Alexios G. Stamoulis, Peng Geng, Michael A. Schmidt, Martin D. Eastgate, Alina Borovika, Kenneth J. Fraunhoffer, Shannon S. Stahl
Summary: The study developed a method for the diacyloxylation of cyclohexadiene by pairing catalytic BQ with tert-butyl hydroperoxide and catalytic quantities of bromide, enabling a switch in selectivity.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2021)
Article
Environmental Sciences
S. Rodriguez-Sanchez, P. Diaz, B. Ruiz, S. Gonzalez, M. Diaz-Somoano, E. Fuente
Summary: Bio-derived magnetic activated carbons from industrial chestnut shell waste have been obtained through a novel, optimized and sustainable methodology. These materials show promising potential for mercury removal.
JOURNAL OF ENVIRONMENTAL MANAGEMENT
(2022)
Article
Chemistry, Multidisciplinary
Shunyang Yao, Zhi Li, Zhen Liu, Xiaodong Geng, Li Dai, Yanmei Wang
Summary: This study proposes an alternative method for designing efficient porous carbon adsorbents for capturing CO2. By using CuCl2 as a dynamic porogen, the porosity of the porous carbon can be easily adjusted, resulting in porous carbons with desirable pore sizes and nitrogen doping content.
Editorial Material
Chemistry, Multidisciplinary
Helene Greige-Gerges, Petra Gerges, Jeanne Lichtfouse, Eric Lichtfouse, Sophie Fourmentin
ENVIRONMENTAL CHEMISTRY LETTERS
(2023)
Article
Chemistry, Physical
Walid Hamza Saadaoui, Cecile Machut, Sebastien Rio, Sandra Bigot, Vincent Wiatz, Eric Monflier, Anne Ponchel
Summary: The direct conversion of glucose to 5-hydroxymethylfurfural was investigated using phosphated niobium oxide-carbon catalysts in a biphasic system. A facile approach for generating Nb-based composites with high metal loadings (around 20%) was developed through hydrothermal carbonization, calcination, and H3PO4 adsorption. Catalysts were characterized through various techniques, and NbP@C-RB30 and NbP@C-RB15 prepared using oligosaccharides and low water volumes exhibited higher efficiency for HMF production.
MOLECULAR CATALYSIS
(2023)
Editorial Material
Chemistry, Organic
Miriana Kfoury, Sophie Fourmentin
BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY
(2023)
Article
Agronomy
Maha Ben Abada, Abir Soltani, Maroua Tahri, Soumaya Haoual Hamdi, Emna Boushih, Sophie Fourmentin, Helene Greige-Gerges, Jouda Mediouni Ben Jemaa
Summary: Synthetic insecticides are useful in preventing losses caused by insect pests during storage, but their use should be limited due to insect resistance and negative effects on health and the environment. Natural insecticidal products, such as essential oils, show potential alternatives for pest control. Encapsulation is a suitable solution to the volatile nature of these oils.
PEST MANAGEMENT SCIENCE
(2023)
Article
Chemistry, Applied
Abdelghani El Mouat, Taha El Assimi, Mustapha Raihane, Jeremy Ternel, Herve Beicout, Eric Monflier, Sebastien Tilloy, Mohammed Lahcini
Summary: In this study, hyperbranched poly(epsilon-caprolactones) were synthesized and used as coating materials for slow-release DAP fertilizer. The prepared polymers (SFO-O-g-PCL) were confirmed by NMR and FTIR analysis. The coated DAP fertilizer granules showed a significant decrease in the release of P2O5 compared to the uncoated DAP fertilizer. This research opens up possibilities for the production of biodegradable coating agents using hydrophobic polyesters and bio-based oils.
PROGRESS IN ORGANIC COATINGS
(2023)
Editorial Material
Multidisciplinary Sciences
Anne Ponchel, Eric Monflier
Summary: This article comments on a recent study on the selective recovery of gold through a hierarchical host-guest assembly specifically built from beta-CD.
NATURE COMMUNICATIONS
(2023)
Review
Chemistry, Multidisciplinary
Gauthier Decool, Miriana Kfoury, Laura Paitel, Alberto Sardo, Sophie Fourmentin
Summary: Nature provides biologically active products that can act as various types of pesticides. However, their application can be challenging due to their insolubility, volatility, and instability. Encapsulation of these biopesticides in cyclodextrins offers advantages such as increased solubility, controlled release, and protection against degradation. This review focuses on the efficacy of cyclodextrin/natural compound inclusion complexes for crop protection and discusses their use in preharvest and postharvest stages.
ENVIRONMENTAL CHEMISTRY LETTERS
(2023)
Article
Chemistry, Inorganic & Nuclear
Jiao Wang, Mengfan Wang, Bastien Leger, Anne Ponchel, Lei Bai
Summary: The NiCo2O4-ZnO-Co3O4-/N-C micro-cage was successfully synthesized by calcination of the precursor obtained from a hollow ZIF-8/ZIF-67 with nickel nitrate. The composition and structure of the composites were investigated to illustrate the preparation process involving ion exchange and leaching. The presence of NiCo2O4-Co3O4-ZnO/N-C showed more efficient degradation of BPA in the presence of persulfate, indicating a sevenfold increase in the apparent reaction rate. Further electrochemical analysis confirmed that the electron transfer was more easily achieved in the BPA-PDS-NiCo2O4-Co3O4-ZnO/N-C system. The enhanced activity of NiCo2O4-Co3O4-ZnO/N-C was attributed to its hollow structure, synergistic effect of NiCo2O4, and smaller size of the active species, which facilitated molecule and ion transport as well as PDS activation.
INORGANIC CHEMISTRY
(2023)
Article
Engineering, Environmental
Dario Lacalamita, Guillaume Hoyez, Chiara Mongiovi, Anne Ponchel, Nadia Morin-Crini, Cyril Rousseau, Christophe Loup, Jolanta Rousseau, Marina Raschetti, Eric Monflier, Vincent Placet, Gregorio Crini
Summary: In recent years, there have been numerous studies on the use of metal organic frameworks (MOFs) to remove contaminants from aqueous solutions. However, little is known about using MOFs as adsorbents for the removal of fluoride ions from real effluents. In this study, a highly porous MOF, UiO-66-NH2, was used for the final treatment of complex discharge waters containing fluoride ions. The batch experiments showed that the MOF exhibited high adsorption capacities for fluoride ions, effectively reducing their concentrations in the effluent.
JOURNAL OF WATER PROCESS ENGINEERING
(2023)
Article
Chemistry, Multidisciplinary
Thomas Roth, Rebecca Evertz, Niklas Kopplin, Sebastien Tilloy, Eric Monflier, Dieter Vogt, Thomas Seidensticker
Summary: Aqueous hydroaminomethylation (HAM) is a Green process for the efficient production of amines from basic chemicals. In this study, a continuous process for HAM in an aqueous multiphase system was successfully established. By adding randomly methylated-beta-cyclodextrin as a mass transfer agent, high yields and selectivities were achieved in several continuous experiments. The addition of cyclodextrin made it unnecessary to use solvents.
Article
Chemistry, Multidisciplinary
J. Mark Young, Sam H. Mccalmont, Sophie Fourmentin, Panagiotis Manesiotis, John D. Holbrey, Leila Moura
Summary: A simple and cost-effective headspace gas chromatography method has been developed for the fast screening of gas sorbents and determination of their real gas separation selectivity. This method allows screening of both solid and liquid sorbents, with gas uptakes as low as 0.04 mmol or 1.8 mg of CO2.
ACS SUSTAINABLE CHEMISTRY & ENGINEERING
(2023)
Article
Engineering, Chemical
Pedro Villarim, Chengmin Gui, Eric Genty, Zhigang Lei, Jaouad Zemmouri, Sophie Fourmentin
Summary: This study evaluates the removal of toluene using a new heat and mass exchanger and elucidates the absorption mechanism at the molecular level. The results show that benzyl alcohol has a higher absorption capacity compared to other solvents, and the addition of water to the solvent mixture also improves absorption. The interaction energy and Gibbs free energy calculations confirm the enhanced absorption of toluene by benzyl alcohol. The results obtained at different scales are in good agreement.
SEPARATION AND PURIFICATION TECHNOLOGY
(2024)
Article
Chemistry, Physical
Yifan Sun, Ye Lv, Wei Li, Jinli Zhang, Yan Fu
Summary: In this study, PtRu electrocatalysts were fabricated on carbon paper via cyclic electrodeposition for the electrocatalytic hydrogenation (ECH) of phenol. The Pt3Ru3 catalyst exhibited excellent activity and stability for the conversion of phenol to cyclohexanol at ambient temperature and various current densities. The in situ Raman spectroscopy and kinetic study revealed the hydrogenation mechanism of phenol over Pt3Ru3 in acidic electrolyte, providing an effective electrochemical strategy for the facile construction of durable electrode materials and efficient phenol hydrogenation.
JOURNAL OF CATALYSIS
(2024)
Article
Chemistry, Physical
Amir Shahzad, Khezina Rafiq, Muhammad Zeeshan Abid, Naseem Ahmad Khan, Syed Shoaib Ahmad Shah, Raed H. Althomali, Abdul Rauf, Ejaz Hussain
Summary: Photocatalytic hydrogen production through water splitting is an effective method for meeting future energy demands. In this study, researchers synthesized a 1 % Ag2S/Cu2S co-doped CdZnS catalyst and found that it can produce hydrogen at a higher rate. The co-doping of Ag2S and Cu2S in the CdZnS catalyst showed a synergistic effect, with Ag2S promoting oxidation reactions and Cu2S promoting reduction reactions.
JOURNAL OF CATALYSIS
(2024)