Article
Chemistry, Applied
Nattaphon Hongrutai, Sutasinee Watmanee, Tanaya Srisakwattana, Sippakorn Wannakao, Piyasan Praserthdam, Joongjai Panpranot
Summary: The propene self-metathesis and the secondary metathesis of 1-butene over tungsten-based catalysts supported on silica and 1%Al-doped SiO2 were investigated. Incorporating WOx improved tungsten dispersion and formation of active tetrahedral WOx species on pure SiO2, while negative effects were observed when tungsten was incorporated in the 1%Al-doped SiO2. The abundance of Bronsted and Lewis acid species was found to be more important than surface silanol and the presence of tetrahedral tungsten oxide species in these reactions.
Article
Chemistry, Organic
Faqian He, Jiawen Wang, Fang Zhou, Houchao Tao, Xiaoyu Yang
Summary: The direct regio- and enantioselective amination of acyclic branched alpha-alkynyl ketones with azodicarboxylates has been achieved through chiral phosphoric acid catalysis, yielding alpha-hydrazido-alpha-alkynyl ketone products with high enantioselectivity. Control experiments showed the importance of the alkynyl group in the ketone substrate for both reactivity and stereoselectivity, and facile derivatizations of the chiral product highlight the value of this approach in asymmetric synthesis of alpha-tertiary amines and N-containing heterocycles.
ORGANIC CHEMISTRY FRONTIERS
(2021)
Article
Chemistry, Physical
Lisa Van Emelen, Carlos Marquez, Dirk De Vos
Summary: Electrophilic arene C-H amination is a more atom- and step-economical pathway compared to C-X-C-N methods. However, most literature examples focus on arenes with directing groups (DG) and/or nitrogen coupling partners with large leaving groups (LG). Cheap metal-catalyzed electrophilic amination of simple arenes is limited. In this study, various Lewis acids were demonstrated to catalyze the electrophilic amidation of simple arenes with O-acetyl acetohydroxamic acid in acetic acid.
JOURNAL OF CATALYSIS
(2023)
Review
Chemistry, Medicinal
Enrico Maria Zardi, Chiara Giorgi, Aldo Dobrina, Elena Vecile, Domenico Maria Zardi
Summary: Cirrhotic cardiomyopathy and hepatopulmonary syndrome, two common complications of liver cirrhosis, have similar clinical presentations but distinct pathophysiological origins and treatments. Differentiating them early is crucial for proper management.
MEDICINAL RESEARCH REVIEWS
(2021)
Article
Chemistry, Multidisciplinary
Yi Qi, Xin Xiao, Yuqing Mei, Lingyingzi Xiong, Liheng Chen, Xuliang Lin, Zhan Lin, Shirong Sun, Bing Han, Dongjie Yang, Yanlin Qin, Xueqing Qiu
Summary: This paper presents a new strategy to tune the active sites of catalysts for the selective cleavage of lignin to produce aromatic monomers. The authors achieved this by adjusting the non-stoichiometric ratio of nickel and cobalt. The optimized Ni0.2Co2.8O4 catalysts showed outstanding catalytic conversion and selectivity for lignin cleavage.
ADVANCED FUNCTIONAL MATERIALS
(2022)
Article
Chemistry, Multidisciplinary
Shaoze Yu, Guosong Shen, Faqian He, Xiaoyu Yang
Summary: A novel method for enantioselective macrocyclization has been developed, which involves chiral phosphoric acid-catalyzed intramolecular addition of the hydroxy group with the allenamide moiety. Planar-chiral macrocycles of various ring sizes and functional groups were generated with good to high enantioselectivities.
CHEMICAL COMMUNICATIONS
(2022)
Article
Chemistry, Organic
Kai Matsui, Kohei Toh, Manabu Hatano, Kazuaki Ishihara
Summary: A multiselective Diels-Alder reaction involving alpha-arylacroleins and cyclopentadiene has been developed using BBr3-assisted chiral BINOL-derived phosphoric acid catalysts. The chiral cavity of the in situ-formed acid-base cooperative catalysts plays a key role in controlling the exo- and enantioselectivity, particularly by suppressing the competitive hetero Diels-Alder reaction effectively.
Article
Chemistry, Multidisciplinary
Santanu Ghosh, Johannes Eike Erchinger, Rajat Maji, Benjamin List
Summary: A catalytic enantioselective Diels-Alder reaction has been developed for the synthesis of spirocycles containing highly congested quaternary stereogenic centers. The obtained products are utilized in the concise total and formal syntheses of several sesquiterpenes. The selectivity and regioselectivity of the reaction are controlled by strongly acidic and confined imidodiphosphorimidate catalysts.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2022)
Article
Chemistry, Applied
Mizuki Saito, Takeshi Aihara, Hiroki Miura, Tetsuya Shishido
Summary: The study found that WO3 supported catalysts on Al2O3-TiO2 supports exhibited the highest activity and Bronsted acidity. Crystalline WO3 mainly formed on SiO2-Al2O3 and SiO2, while a high density of Lewis acid sites and surface hydroxyl groups on alumina-based supports played an important role in forming amorphous WO3 monolayer domains and generating Bronsted acid sites.
Article
Energy & Fuels
Xiatian Tian, Benkun Qi, Shaofeng Zhang, Jianquan Luo, Yinhua Wan
Summary: The study found that Lewis acid AlCl3 is effective in catalyzing the conversion of sucrose to HMF, and combining it with different Bronsted acids or changing the Lewis acid/Bronsted acid ratio can shorten the time required to reach maximum HMF yield. In the green reaction media of GVL solvent, sucrose conversion resulted in comparable HMF yields to the DSMO-water system. The addition of NaCl and Na2SO4 had opposite effects on HMF production.
BIOMASS CONVERSION AND BIOREFINERY
(2021)
Article
Chemistry, Organic
Rohan Volpe, Hanson Y-L Law, Jonathan M. White, Bernard L. Flynn
Summary: Directed ortho-lithiation (DoL) is an effective method for the ortho-substitution of BINOL-phosphoric acid and BINOL-N-triflylphosphoramide, allowing for rapid assembly of mono- or disubstituted BINOL-P-acids, including unsymmetrical disubstitution. Most significantly, DoL has proven to be highly effective in the diastereoselective desymmetrization of pseudo-C-2-symmetric BINOL-N-triflylphosphoramide, resulting in a chiral P-group.
Article
Chemistry, Applied
Stephanie Halbert, Helene Gerard
Summary: This study compares the pathways of C-C bond formation involving Cu(I) intermediates formed from Zn and Li organometallic species in catalytic and stoichiometric reactions, respectively. The similarities between the two systems and the influence of experimental conditions on intermediate formation are highlighted.
TOPICS IN CATALYSIS
(2022)
Review
Chemistry, Physical
Qingguo Ma, Yanfeng Xue, Jiaming Guo, Xinhua Peng
Summary: Baeyer-Villiger oxidation is a valuable method for synthesizing esters and lactones that are difficult to obtain by other means. Cycloketones can be converted to lactones by oxidation using molecular oxygen, peroxy acids, or hydrogen peroxide. Hydrogen peroxide, an environmentally friendly oxidant, requires the use of Bronsted acids and Lewis acids as catalysts to enhance its nucleophilic properties. The catalytic mechanisms of Bronsted acids and Lewis acids in the Baeyer-Villiger oxidation of cyclohexanone with hydrogen peroxide differ.
Article
Energy & Fuels
Koray Alper, Yun-Yan Wang, Xianzhi Meng, Kubilay Tekin, Selhan Karagoz, Arthur J. Ragauskas
Summary: The study found that the use of Lewis acid, Bronsted acid, or a combination of both had negative effects on the hydrothermal liquefaction of lignocellulosic biomass, resulting in decreased bio-oil yields. The deoxygenation degree in bio-oils and the relative yields of oxygenated compounds varied under different catalytic conditions.
Article
Chemistry, Physical
Fei Han, Han Sun, Zhenchao Zhao, Yaxin Xu, Hong Dong, Weiwei Liu, Lu Sun, Zhili Wang, Guangjin Hou, Masaaki Kitano, Wei Li, Meiqing Shen, Haijun Chen
Summary: In this study, an environmentally friendly deNO(x) method using methanol as a reductant and pure H-FER zeolite as the catalyst was proposed. The metal-free zeolite showed nearly 4 times higher activity compared to commonly used precious metal catalysts. It exhibited comparable deNO(x) efficiency with state-of-the-art NH3-SCR on vanadium-based catalysts, along with good stability and potential for industrial application.
Article
Oncology
Julie Devin, Tatiana Caneque, Yea-Lih Lin, Lucie Mondoulet, Jean-Luc Veyrune, Matthieu Abouladze, Elvira Garcia De Paco, Ouissem Karmous Gadacha, Guillaume Cartron, Philippe Pasero, Caroline Bret, Raphael Rodriguez, Jerome Moreaux
Summary: Diffuse large B-cell lymphoma (DLBCL) is a common hematological malignancy, and alterations in iron metabolism may be targeted for therapy. Iron score (IS), a gene expression-based risk score, can identify high-risk DLBCL patients who may benefit from targeting iron homeostasis. Ironomycin, a potential treatment for DLBCL, inhibits cell proliferation and induces cell death.
Article
Oncology
Sylvain Garciaz, Andrew A. Guirguis, Sebastian Muller, Fiona C. Brown, Yih-Chih Chan, Ali Motazediani, Caitlin L. Rowe, James A. Kuzich, Kah Lok Chan, Kevin Tran, Lorey Smith, Laura MacPherson, Brian Liddicoat, Enid Y. N. Lam, Tatiana Caneque, Marian L. Burr, Veronique Litalien, Giovanna Pomilio, Mathilde Poplineau, Estelle Duprez, Sarah-Jane Dawson, Georg Ramm, Andrew G. Cox, Kristin K. Brown, David C. S. Huang, Andrew H. Wei, Kate McArthur, Raphael Rodriguez, Mark A. Dawson
Summary: Ironomycin is a drug that disrupts mitochondrial metabolism and induces cell death in cancer cells by reducing mitochondrial iron load and activating BAX/BAK. It exhibits synergy with BH3 mimetics and overcomes venetoclax resistance in cancers such as acute myeloid leukemia.
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
Michal Antoszczak, Sebastian Muller, Tatiana Caneque, Ludovic Colombeau, Nelson Dusetti, Patricia Santofimia-Castano, Christine Gaillet, Alain Puisieux, Juan Lucio Iovanna, Raphael Rodriguez
Summary: Persisting cancer cells are resistant to therapy and can adopt a drug-tolerant state through epithelial-mesenchymal plasticity. This study synthesized complex small molecule chimeras that accumulate in lysosomes and induce ferroptosis in drug-tolerant pancreatic cancer cells. The findings pave the way for the development of new cancer medicines targeting active ferroptosis.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2022)
Article
Chemistry, Applied
Aleksandr Voronov, Alessandra Casnati, Paolo P. Mazzeo, Paolo Pelagatti, Alessia Bacchi, Raffaella Mancuso, Bartolo Gabriele, Elena Motti, Giovanni Maestri, Peter Pal Feher, Andras Stirling, Nicola Della Ca'
Summary: A new method for the transformation of propargyl ureas to 2-aminooxazolines using Ag(I) catalysis is disclosed in this article, providing good yields and complete stereoselectivity. A one-pot protocol starting from propargylic amines and isocyanates has also been developed. Insights into the tautomeric equilibrium and relative reactivity of 2-aminooxazoles are provided.
ADVANCED SYNTHESIS & CATALYSIS
(2023)
Article
Chemistry, Multidisciplinary
Maurizio Chiminelli, Andrea Serafino, Davide Ruggeri, Luciano Marchio, Franca Bigi, Raimondo Maggi, Max Malacria, Giovanni Maestri
Summary: Dearomative cycloadditions offer a powerful method to access a vast chemical space using simple and ubiquitous building blocks. However, the loss of aromaticity has limited their synthetic potential. We have devised a general intramolecular method that overcomes this limitation by photosensitizing allenamides. This visible-light-promoted process produces complex [2.2.2]-(hetero)-bicyclooctadienes at room temperature, potentially stabilizing transient (bi)radicals through naphthalene. The reaction is tolerant of various functional groups, making it suitable for a wide range of applications, including the synthesis of isoindoles and metal complexes.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2023)
Article
Chemistry, Multidisciplinary
Vinayak Botla, Marco Fontana, Aleksandr Voronov, Raimondo Maggi, Elena Motti, Giovanni Maestri, Nicola Della Ca'
Summary: Despite the advances in carbon-halogen bond formation, the selective functionalization of iodoaryls is still challenging. In this study, a one-pot synthesis of ortho-iodobiaryls from aryl iodides and bromides is reported using palladium/norbornene catalysis. The Catellani reaction involves the cleavage of a C(sp(2))-I bond, ortho C-H activation, oxidative addition of an aryl bromide, and restoration of the C(sp(2))-I bond, leading to the formation of palladacycles. A variety of valuable o-iodobiaryls have been synthesized with good yields, and their derivatization is described. A DFT study provides insights into the mechanism of the key reductive elimination step.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2023)
Article
Biochemistry & Molecular Biology
Leeroy Baron, Justine Hadjerci, Leishemba Thoidingjam, Marina Plays, Romain Bucci, Nolwenn Morris, Sebastian Muller, Fabien Sindikubwabo, Stephanie Solier, Tatiana Caneque, Ludovic Colombeau, Cedric M. Blouin, Christophe Lamaze, Alain Puisieux, Yannick Bono, Christine Gaillet, Luca Laraia, Boris Vauzeilles, Frederic Taran, Sebastien Papot, Philippe Karoyan, Romain Duval, Florence Mahuteau-Betzer, Paola Arimondo, Kevin Cariou, Gilles Guichard, Laurent Micouin, Melanie Etheve-Quelquejeu, Daniela Verga, Antoine Versini, Gilles Gasser, Cong Tang, Philippe Belmont, Andreas Linkermann, Claudia Bonfio, Dennis Gillingham, Thomas Poulsen, Marco Di Antonio, Marie Lopez, Dominique Guianvarc'h, Christophe Thomas, Geraldine Masson, Arnaud Gautier, Ludger Johannes, Raphael Rodriguez
Summary: This symposium is the third PSL Chemical Biology meeting held at Institut Curie. It originated from the Institut de Chimie des Substances Naturelles (ICSN) in Gif-sur-Yvette and expanded its scope at Institut Curie before becoming the official PSL Chemical Biology meeting. The pandemic allowed for additional speakers and the inclusion of online participants.
Article
Multidisciplinary Sciences
Stephanie Solier, Sebastian Mueller, Tatiana Caneque, Antoine Versini, Arnaud Mansart, Fabien Sindikubwabo, Leeroy Baron, Laila Emam, Pierre Gestraud, G. Dan Pantos, Vincent Gandon, Christine Gaillet, Ting-Di Wu, Florent Dingli, Damarys Loew, Sylvain Baulande, Sylvere Durand, Valentin Sencio, Cyril Robil, Francois Trottein, David Pericat, Emmanuelle Naeser, Celine Cougoule, Etienne Meunier, Anne-Laure Begue, Helene Salmon, Nicolas Manel, Alain Puisieux, Sarah Watson, Mark A. Dawson, Nicolas Servant, Guido Kroemer, Djillali Annane, Raphael Rodriguez
Summary: Inflammation is a complex physiological process that involves immune cells clearing sources of injury. Excessive inflammation is associated with infection and several diseases. The cell surface glycoprotein CD44 mediates the uptake of metals, including copper, and affects the metabolic and epigenetic states involved in inflammation.
Article
Chemistry, Organic
Nicola Camedda, Franca Bigi, Raimondo Maggi, Giovanni Maestri
Summary: A sequential strategy enables the challenging assembly of dihydronaphthalenes through the key annulation of an alkyne with a vinylarene under mild conditions. The products are obtained in good yields and exhibit high functional tolerance, thanks to the domino nucleophilic substitution and dearomative Diels-Alder and ene reactions. DFT modeling data suggest that alkali cations play a crucial role in ensuring a smooth dearomative cyclization of the in situ generated intermediates.
Article
Biotechnology & Applied Microbiology
Raphael Rodriguez, Yamuna Krishnan
Summary: This article reviews the historical development of next-generation sequencing chemistry, highlighting the significant impact of the underlying chemical principles on biology.
NATURE BIOTECHNOLOGY
(2023)
Article
Chemistry, Organic
Andrea Serafino, Giovanni Maestri
Summary: The synthetic relevance of bicyclo[2.2.2]octadienes is demonstrated by their successful application in various chemical domains, and there is an ongoing interest in the concise assembly of these bridged bicycles. This article presents seminal strategies for crafting these compounds, as well as more recent applications utilizing visible light. A general intramolecular method for the para-cycloaddition of an allenamide arm onto simple aryl rings is highlighted in this context.
Correction
Multidisciplinary Sciences
Leticia Laura Niborski, Paul Gueguen, Mengliang Ye, Allan Thiolat, Rodrigo Nalio Ramos, Pamela Caudana, Jordan Denizeau, Ludovic Colombeau, Raphael Rodriguez, Christel Goudot, Jean-Michel Luccarini, Anne Soude, Bruno Bournique, Pierre Broqua, Luigia Pace, Sylvain Baulande, Christine Sedlik, Jean-Pierre Quivy, Genevieve Almouzni, Jose L. Cohen, Elina Zueva, Joshua J. Waterfall, Sebastian Amigorena, Eliane Piaggio
NATURE COMMUNICATIONS
(2023)
Editorial Material
Chemistry, Multidisciplinary
Emmanouil Zacharioudakis, Raphae''l Rodriguez
ACS CENTRAL SCIENCE
(2023)
Article
Chemistry, Organic
Alessandro Cerveri, Mattia Vettori, Andrea Serafino, Giovanni Maestri
Summary: A tBuOK-promoted synthesis of 1,3-dihydro-2H-pyrrol-2-one and 4-methylenepyrrolidin-2-one systems via Conia-ene like intramolecular cyclization is reported. The method demonstrates short reaction times (5 min) and mild reaction conditions (rt), allowing the trapping of a propargyl unit by an amide enolate. An intriguing anionic chain mechanism is involved, facilitating the isomerization of an exo-alkene to yield the otherwise elusive endo-product.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2023)
Review
Chemistry, Multidisciplinary
Yikuan Liu, Xiaona Liu, An Su, Chengtao Gong, Shenwei Chen, Liwei Xia, Chengwei Zhang, Xiaohuan Tao, Yue Li, Yonghe Li, Tulai Sun, Mengru Bu, Wei Shao, Jia Zhao, Xiaonian Li, Yongwu Peng, Peng Guo, Yu Han, Yihan Zhu
Summary: Covalent organic frameworks are crystalline porous materials with designable structures and functions, which can acquire multifunctionalities and have versatile applications in gas separation/storage, catalysis, and optoelectronic devices.
CHEMICAL SOCIETY REVIEWS
(2024)
Review
Chemistry, Multidisciplinary
Heyang Zhang, Jo Vandesompele, Kevin Braeckmans, Stefaan C. De Smedt, Katrien Remaut
Summary: Gene therapy has the potential to revolutionize the treatment of inherited and acquired diseases, but its success rate is currently limited. This review focuses on the obstacles faced by gene therapies in the human body, such as nucleic acid degradation by abundant nucleases, and discusses strategies to reduce degradation and methods to assess nucleic acid integrity.
CHEMICAL SOCIETY REVIEWS
(2024)
Review
Chemistry, Multidisciplinary
Chenxi Duan, Chunming Cui
Summary: Low valent group 14 compounds with diazaborolyl substituents exhibit unique structures and reactivity due to the combination of sigma-electron donation and steric hindrance. The modulation of the HOMO-LUMO gap by the diazaborolyl substituents results in novel reaction patterns in the activation of small molecules and inert chemical bonds.
CHEMICAL SOCIETY REVIEWS
(2024)
Review
Chemistry, Multidisciplinary
David E. Salazar Marcano, Nada D. Savic, Kilian Declerck, Shorok A. M. Abdelhameed, Tatjana N. Parac-Vogt
Summary: Metal-oxo clusters have great potential in various fields and can react with biomolecules, making them promising for applications in disease treatment and energy development. They can also be used in the development of inorganic drugs and bioanalytical tools.
CHEMICAL SOCIETY REVIEWS
(2024)
Review
Chemistry, Multidisciplinary
Lana K. Moree, Logan A. V. Faulkner, James D. Crowley
Summary: In this tutorial review, the general methods for synthesizing heterometallic metallosupramolecular architectures (MSAs), specifically heterometallic cages, are examined. The intrinsic properties and potential applications of these cages as host-guest systems and reaction catalysts are discussed.
CHEMICAL SOCIETY REVIEWS
(2024)