Article
Chemistry, Physical
Le-Cheng Wang, Jian-Xing Xu, Xiao-Feng Wu
Summary: A cobalt-catalyzed direct alkoxycarbonylation of ethers has been successfully achieved, enabling ethers to be used as carbonylation substrates in organic synthesis. The reaction exhibits high yields and excellent tolerance towards functional groups, and it is applicable to various pharmaceutical and bioactive molecule related compounds, leading to good product yields.
JOURNAL OF CATALYSIS
(2022)
Article
Chemistry, Physical
Da-Lie An, Le-Cheng Wang, Youcan Zhang, Xiao-Feng Wu
Summary: A new method for synthesizing esters via cobalt-catalyzed carbonylative acetylation of phenols has been developed. In this approach, DTBP serves as the methyl source and reacts with various phenols under low CO pressure (5 bar), resulting in moderate to good yields of the desired esters.
JOURNAL OF CATALYSIS
(2023)
Article
Chemistry, Multidisciplinary
Zhi-Peng Bao, Xiao-Feng Wu
Summary: This article develops an efficient and convenient palladium-catalyzed carbonylation reaction for the synthesis of 2-cyano-N-acetamide and 2-cyanoacetate compounds. The reaction proceeds under mild conditions via a radical intermediate, suitable for late-stage functionalization. Gram-scale experiment was successfully performed with low catalyst loading, yielding the target product excellently. Additionally, this transformation can be carried out under atmospheric pressure and provides alternative routes to drug precursors.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2023)
Article
Chemistry, Multidisciplinary
Yuya Hu, Rui Sang, Robby Vroemans, Guillaume Mollaert, Rauf Razzaq, Helfried Neumann, Henrik Junge, Robert Franke, Ralf Jackstell, Bert U. W. Maes, Matthias Beller
Summary: In this study, a straightforward and efficient method for the selective synthesis of diesters using palladium-catalyzed direct carbonylation of di- or polyols with readily available alkenes was presented. The use of a specific palladium catalyst with the built-in-base ligand L16 allowed for esterification of all alcohols and a high n/iso ratio. The synthesized diesters were evaluated as potential plasticizers in PVC films through the measurement of the glass transition temperature (T-g) using differential scanning calorimetry (DSC).
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2023)
Article
Chemistry, Multidisciplinary
Mingyang Liu, Buxing Han, Paul J. Dyson
Summary: This study describes an efficient strategy for the simultaneous utilization of lignin, achieving total transformation of the lignin and successfully synthesizing valuable chemicals with pharmaceutical applications.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2022)
Article
Chemistry, Physical
Raffaella Mancuso, Ida Ziccarelli, Mariangela Novello, Corrado Cuocci, Roberto Centore, Nicola Della Ca', Diego Olivieri, Carla Carfagna, Bartolo Gabriele
Summary: The reactivity of 2-alkynylbenzoic acids under Pdl(2)/KI-catalyzed oxidative alkoxycarbonylation conditions has been studied. The reaction selectively produces high value added compounds under specific conditions. The structures of the products were confirmed by XRD analysis.
JOURNAL OF CATALYSIS
(2022)
Review
Chemistry, Multidisciplinary
Jin-Bao Peng, Xin-Lian Liu, Lin Li, Xiao-Feng Wu
Summary: Carbonylation is a powerful method for the preparation of carbonylated compounds, and asymmetric carbonylation is a direct approach to constructing chiral compounds. This review summarizes recent achievements in palladium-catalyzed asymmetric carbonylation reactions.
SCIENCE CHINA-CHEMISTRY
(2022)
Article
Chemistry, Physical
Fengqian Zhao, Patrizio Russo, Raffaella Mancuso, Bartolo Gabriele, Xiao-Feng Wu
Summary: A copper-catalyzed carbonylation of alkyl iodides with phenols is reported, yielding corresponding esters in good yields. Aliphatic alcohols are also suitable partners in this reaction.
JOURNAL OF CATALYSIS
(2022)
Article
Chemistry, Physical
Han-Jun Ai, Fengqian Zhao, Hui-Qing Geng, Xiao-Feng Wu
Summary: The letter discusses a generic method for the synthesis of linear thioesters through palladium-catalyzed thiocarbonylation of alkenes. This approach allows for the straightforward production of desired thioesters from readily available alkenes with moderate to good yields.
Article
Chemistry, Multidisciplinary
Zijun Huang, Yudong Li, Jiaxing Zhou, Yi Zhang, Jiacheng Wu, Yongkai Wu, Fan Zhang, Zhengjun Fang, Yuehui Li
Summary: In this study, a palladium-catalyzed carbonylation reaction using CO2 and waste hydrosilane PMHS was developed for the synthesis of aurones from terminal aromatic alkynes and 2-iodophenols. Various terminal alkynes and substituted 2-iodophenols were efficiently converted to the corresponding aurones. The mechanistic investigation suggests that the silyl formate derived from CO2 and PMHS plays a crucial role in the carbonylation reaction.
Article
Chemistry, Physical
Xing Ge, Xiuyu Fang, Ren-Guan Miao, Xinxin Qi, Xiao-Feng Wu
Summary: A general and efficient protocol has been developed for the synthesis of acetamide-functionalized benzofurans using a palladium-catalyzed intramolecular cyclization and reductive aminocarbonylation reaction. The reaction proceeds in a single step, resulting in structure-defined benzofurans with acetamides as attractive functional groups. Various acetamide-functionalized benzofurans were obtained with moderate to good yields and good functional group compatibility using Mo(CO)6 as both CO source and reductant.
JOURNAL OF CATALYSIS
(2023)
Article
Chemistry, Multidisciplinary
Tim Meyer, Jabor Rabeah, Angelika Brueckner, Xiao-Feng Wu
Summary: The study demonstrated the first transformation using visible light as the oxidant in palladium-catalyzed oxidative carbonylation of amines. The use of a simple Pd complex and mechanistic explanations were supported by control experiments and EPR studies, showing the formation of Pd-I and the active species Pd-0.
CHEMISTRY-A EUROPEAN JOURNAL
(2021)
Article
Chemistry, Physical
Chang-Sheng Kuai, Bing-Hong Teng, Yingying Zhao, Xiao-Feng Wu
Summary: A method for the selective deoxygenative and alkoxy carbonylation of alcohols using boronic acids via palladium catalysis has been developed. The choice of activators determines the different selectivities. Carbodiimide activator promotes the formation of ketones through deoxygenative carbonylation, while azo activator leads to ester formation via alkoxy carbonylation. This study expands the substrate scope and allows for the use of base-sensitive boronic acid substrates. It contributes to the understanding and control of chemoselectivity in carbonylation chemistry.
JOURNAL OF CATALYSIS
(2023)
Article
Chemistry, Physical
Raffaella Mancuso, Romina Strangis, Ida Ziccarelli, Nicola Della Ca, Bartolo Gabriele
Summary: The study reports the first example of a palladium-catalyzed oxidative carbonylative S-cyclization process conducted under aerobic conditions, leading to the successful synthesis of thiophene-3-carboxylic esters in one step. By utilizing specific substrates and reaction conditions, the transformation was achieved efficiently.
JOURNAL OF CATALYSIS
(2021)
Article
Chemistry, Applied
Hiroya Ishimaru, Takuya Yoshikawa, Yuta Nakasaka, Eri Fumoto, Shinya Sato, Takao Masuda
Summary: The effects of ZrO2 and TiO2 on the oxidative cracking of degraded lignin and on the acid-base properties were investigated in Fe2O3 matrix. ZrO2-FeOX showed the greatest cracking into lower-molecular-weight products and improved reactivity of lattice oxygen. TiO2-FeOX and ZrO2-FeOX resulted in significantly higher phenol yield in the cracking of 2-methoxyphenol compared to Fe2O3.
Article
Chemistry, Multidisciplinary
Fan Zhang, Kai C. Szeto, Mostafa Taoufik, Laurent Delevoye, Regis M. Gauvin, Susannah L. Scott
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2018)
Article
Biotechnology & Applied Microbiology
Armand Roucher, Elodie Roussarie, Regis M. Gauvin, Jad Rouhana, Sebastien Gounel, Claire Stines-Chaumeil, Nicolas Mano, Renal Backov
ENZYME AND MICROBIAL TECHNOLOGY
(2019)
Article
Chemistry, Physical
Kai C. Szeto, Nicolas Merle, Julien Trebosc, Mostafa Taoufik, Regis M. Gauvin, Frederique Pourpoint, Laurent Delevoye
JOURNAL OF PHYSICAL CHEMISTRY C
(2019)
Article
Chemistry, Physical
Pascal Rouge, Anthony Garron, Sebastien Norsic, Cherif Larabi, Nicolas Merle, Laurent Delevoye, Regis M. Gauvin, Kai C. Szeto, Mostafa Taoufik
MOLECULAR CATALYSIS
(2019)
Article
Chemistry, Inorganic & Nuclear
Pascal Rouge, Kai C. Szeto, Bouhoute Yassine, Nicolas Merle, Aimery De Mallmann, Laurent Delevoye, Regis Gauvin, Mostafa Taoufik
Article
Chemistry, Physical
Maciej Zaranek, Jakub Robaszkiewicz, Iwona Janica, Regis M. Gauvin, Piotr Pawluc, Andre Mortreux
CATALYSIS COMMUNICATIONS
(2020)
Article
Biochemical Research Methods
Frederique Pourpoint, Florian Venel, Raynald Giovine, Julien Trebosc, Tom Vancompernolle, Mostafa Taoufik, Vincent Sarou-Kanian, Regis M. Gauvin, Olivier Lafon
Summary: The measurement of dipolar and J-couplings between Si-29 and O-17 isotopes was successfully carried out in this study using isotopic enrichment and a dedicated NMR probe. The results showed different coupling constants and bond lengths between siloxane O-17 nucleus and Q4 Si-29 nuclei compared to Q3 Si-29 nuclei, indicating the dependence of Si-29-O-17 coupling and Si-O bond length on the second neighbors of the Si atoms.
JOURNAL OF MAGNETIC RESONANCE
(2021)
Article
Chemistry, Multidisciplinary
Nicolas Merle, Tarnuma Tabassum, Susannah L. Scott, Alessandro Motta, Kai Szeto, Mostafa Taoufik, Regis Michael Gauvin, Laurent Delevoye
Summary: This study provides a qualitative and quantitative assessment of the hydroxyl groups on the surface of γ-Al2O3 and describes the principal configurations of hydroxyl groups in unprecedented detail. The relationship between hydroxyl structures and the molecular-level structures of active sites in catalytic alkane metathesis is discussed.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2022)
Review
Biochemistry & Molecular Biology
Adam Marshall, Bo Jiang, Regis M. Gauvin, Christophe M. Thomas
Summary: This review presents new alternative methods for the synthesis of 2,5-furandicarboxylic acid, highlighting their advantages over the conventional oxidation method. It also focuses on the use of 2,5-furandicarboxylic acid as a polymer precursor and its potential applications.
Article
Chemistry, Multidisciplinary
Ruqaya Buhaibeh, Tiphaine Richard, Regis M. Gauvin, Mathieu Sauthier, Clement Dumont
Summary: Hydroxyl groups of industrial grade lignins are esterified using palladium-catalyzed hydroesterification reactions with CO and olefins, fatty esters or 1,3-butadiene. This efficient and salt-free reaction allows the incorporation of aliphatic chains into lignin through ester linkage. The modified lignins with introduced aliphatic chains exhibit altered glass transition temperatures, dependent on the substitution degree of hydroxyl groups and the nature of the introduced chains. Additionally, this catalysis enables the introduction of new reactive functionalities, such as esters or unsaturations, from abundant and/or biobased reactants.
Review
Chemistry, Multidisciplinary
Mathieu J. -L. Tschan, Regis M. Gauvin, Christophe M. Thomas
Summary: This review summarizes the recent developments in biodegradable polymeric materials over the past decade, with a focus on the stereoselective ring-opening polymerization of cyclic esters and the emergence of metal-free stereocontrolled ROP technology. The study emphasizes the synthesis of new stereoselective polymerization catalysts and chiral monomers, while also highlighting the quantification and mechanisms of stereocontrol.
CHEMICAL SOCIETY REVIEWS
(2021)
Article
Chemistry, Multidisciplinary
Lucie Guillaume, Adam Marshall, Nicolas Niessen, Pingping Ni, Regis M. Gauvin, Christophe M. Thomas
Summary: A multicatalytic route has been developed to produce 2,5-bis(hydroxymethyl)furan and corresponding polymers from stable 2,5-furanedicarboxylic acid, efficiently avoiding contamination by humins and providing key furan intermediates.
Article
Chemistry, Inorganic & Nuclear
Duc Hanh Nguyen, Delphine Merel, Nicolas Merle, Xavier Trivelli, Frederic Capet, Regis M. Gauvin
Summary: Neutral and ionic ruthenium and iron aliphatic (PNP)-P-H-type pincer complexes with benzyl, n-butyl or tert-butyl isocyanide ancillary ligands have been prepared and characterized. The ruthenium complexes are active in acceptorless alcohol dehydrogenative coupling reactions, with 3a-c showing higher initial activity.
DALTON TRANSACTIONS
(2021)
Article
Chemistry, Multidisciplinary
Leo Violet, Alexis Mifleur, Laurent Vanoye, Duc Hanh Nguyen, Alain Favre-Reguillon, Regis Philippe, Regis M. Gauvin, Pascal Fongarland
REACTION CHEMISTRY & ENGINEERING
(2019)
Article
Chemistry, Inorganic & Nuclear
Tom Vancompernolle, Nicolas Merle, Frederic Capet, Iker Del Rosal, Maron Laurent, Laurent Delevoye, Frederique Pourpoint, Regis M. Gauvin
DALTON TRANSACTIONS
(2019)
