Article
Biochemistry & Molecular Biology
Shunsuke Kato, Akira Onoda, Alexander R. Grimm, Ulrich Schwaneberg, Takashi Hayashi
Summary: The study prepared a whole-cell biohybrid catalyst by incorporating a Cp*Rh(III)-dithiophosphate complex into a protein, leading to the efficient production of isoquinolines on the surface of E. coli cells. Activation of the catalyst was achieved by dissociating the dithiophosphate ligands with Ag+ ions, demonstrating a novel strategy for generating biohybrid catalysts.
JOURNAL OF INORGANIC BIOCHEMISTRY
(2021)
Review
Chemistry, Multidisciplinary
Antoine Simonneau
Summary: This article focuses on methods to functionalize dinitrogen activated by transition metal centers with boron reagents, resulting in N-B bond formation.
NEW JOURNAL OF CHEMISTRY
(2021)
Article
Chemistry, Physical
Amal Benzai, Fazia Derridj, Henri Doucet, Jean-Francois Soule
Summary: The study reports a Pd- or Ru-catalyzed arylation reaction that allows for the ortho-arylation of the aryl unit of 2-arylpyrazines with high regioselectivity and applicability to various substituted pyrazine compounds. Experimental results demonstrate that even pyrazines with 2,3-diphenyl substitution can yield the desired arylated product.
Article
Chemistry, Multidisciplinary
Jerald Y. Q. Teo, Celine W. S. Yeung, Tristan T. Y. Tan, Wei Wei Loh, Xian Jun Loh, Jason Y. C. Lim
Summary: Post-synthetic functionalisation is an important strategy for giving waste plastics new functionalities. Installing oxygenated functional groups, such as alcohols and ketones, can make polyethylene chemically versatile for further modifications. However, the unreactive nature of polyethylene poses a challenge for installing these functional groups.
Article
Chemistry, Applied
Shuo He, Yujie Chen, Zhi-Bin Huang, Bao Li, Da-Qing Shi, Yingsheng Zhao
Summary: A palladium-catalyzed cross-coupling reaction between the ortho-C(sp(2)) atom of aromatic amines and aliphatic aziridines has been developed, enabling the construction of the O-aminophenethylamine skeleton via C-H activation. The reaction shows good substrate scope and can generate the O-aminophenethylamine skeleton in drugs or bioactive compounds in a one-step process.
ADVANCED SYNTHESIS & CATALYSIS
(2022)
Article
Chemistry, Multidisciplinary
Mathew M. Simpson, Ching Ching Lam, Jonathan M. Goodman, Shankar Balasubramanian
Summary: The epigenetic modification 5-methylcytosine is crucial for development, cell specific gene expression, and disease states. However, the selective chemical modification of 5-methylcytosine is currently challenging. In this study, we present a xanthone-photosensitized process that introduces a 4-pyridine modification at the methyl group of 5-methylcytosine. This reaction mechanism involves single electron oxidation and deprotonation to generate the methyl group radical, followed by cross coupling to install the 4-pyridine label.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2023)
Article
Chemistry, Multidisciplinary
Mu-Jia Luo, Gui-Fen Lv, Jing-Hao Qin, Chong-Hui Xu, Yang Li, Jin-Heng Li
Summary: This study presents a rhodium-catalyzed electrochemical reaction for the selective synthesis of structurally diverse hexasubstituted arenes. The method demonstrates excellent selectivity and high atom economy.
Article
Chemistry, Multidisciplinary
Mu-Jia Luo, Gui-Fen Lv, Jing-Hao Qin, Chong-Hui Xu, Yang Li, Jin-Heng Li
Summary: A cooperative rhodium-catalyzed electrochemical 1,3-butadiyne [2 + 2 + 2] cyclotrimerization is presented, which selectively produces hexasubstituted arenes. The method features high selectivity, good functional group tolerance, and high atom economy.
Article
Chemistry, Organic
Elisabetta Rosadoni, Elena Bombonato, Antonio Del Vecchio, Sara Guariento, Paolo Ronchi, Fabio Bellina
Summary: This note discusses the application of a Minisci-type reaction for the direct alkylation of azoles with carboxylic acids as radical precursors. Different reaction conditions were investigated to achieve high yield of the desired products, focusing on acid strength and solvent screening. Moreover, the reactivity of imidazoles with various carboxylic acids was investigated, showing good yield for most cases. The study reveals the potential of this approach for late-stage functionalization in drug discovery.
JOURNAL OF ORGANIC CHEMISTRY
(2023)
Article
Chemistry, Multidisciplinary
Long-Yong Xie, Sha Peng, Li-Hua Yang, Cun Peng, Ying-Wu Lin, Xianyong Yu, Zhong Cao, Yu-Yu Peng, Wei-Min He
Summary: Aryl radicals were successfully generated from affordable aryl acyl peroxides in eco-friendly ethyl acetate under visible-light illumination without the need for any additive, metal catalyst, or external photosensitizer. The arylation of quinoxalin-2(1H)-ones was chemoselective and regioselective, allowing for good access to various 3-arylquinoxalin-2(1H)-ones.
Article
Chemistry, Organic
Yalong Li, Zefeng Deng, Jie Tan, Qianqian Liu, Jingyu Zhang, Yingsheng Zhao
Summary: This study demonstrates the iridium-catalyzed monofluoroalkylation of various (hetero)arenes using diethyl 2-bromo-2-fluoromalonate as the effective monofluoroalkylating reagent. A broad range of monofluoro compounds were efficiently synthesized with moderate to good yields. The resulting products feature 1,3-dicarbonyl skeletons that are readily convertible in various reactions, highlighting the synthetic importance of this method.
ASIAN JOURNAL OF ORGANIC CHEMISTRY
(2023)
Article
Chemistry, Applied
Hisanori Nambu, Ryoya Amano, Takafumi Tamura, Takayuki Yakura
Summary: This study describes the dirhodium(II)-catalyzed intramolecular insertion of aryldiazoacetates into unactivated primary C-H bonds. The reaction shows high selectivity and provides a direct route to 2-unsubstituted indane-1-carboxylates and specific isomers with ortho-substituted groups. Furthermore, a chemoselective C-H insertion reaction of aryldiazoacetate with a 1-oxyethyl substituent is achieved using a specific protecting group.
ADVANCED SYNTHESIS & CATALYSIS
(2022)
Article
Chemistry, Organic
Hui Shu, Mengjie Guo, Machongyang Wang, Shuibo Fan, Mingbo Zhou, Ling Xu, Yutao Rao, Atsuhiro Osuka, Jianxin Song
Summary: In this study, a rhodium-catalyzed C-H/N-H [5 + 2] annulation reaction between 8-(pyrrol-2-yl)-appended boron-complexed dipyrromethenes (BODIPYs) and internal alkynes was established to synthesize a series of azepine-fused BODIPYs with good yields and excellent regioselectivity, using the pyrrol-2-yl unit as a rare directing group. The formation of a RhI intermediate indicates the involvement of a RhI/RhIII catalytic process. Importantly, the [5 + 2] C-H annulation is demonstrated as a concise strategy for modifying the optical properties of BODIPY.
Article
Chemistry, Multidisciplinary
Anurag Singh, Rahul K. Shukla, Chandra M. R. Volla
Summary: In this study, a novel nonoxidative [5 + 1] annulation reaction was reported. By using Rh(III) catalyst, 2-alkenylanilides and allenyl acetate were selectively reacted to obtain 1,2-dihydroquinoline derivatives. The reaction involves a series of steps including activation, insertion, elimination, and cyclization, achieving the construction of compounds. The method has a wide range of applications and can be used for functionalization of natural products.
Article
Multidisciplinary Sciences
Ji-Min Yang, Yu-Kun Lin, Tao Sheng, Liang Hu, Xin-Pei Cai, Jin-Quan Yu
Summary: Regiocontrol is challenging in traditional cycloaddition reactions between unsaturated carbon compounds. This study reports a regio-controllable synthesis of benzocyclobutenes (BCBs) through a palladium-catalyzed double C-H activation of adjacent methylene units in carboxylic acids using bidentate amide-pyridone ligands. This method allows for the synthesis of diversely functionalized BCBs and hetero-BCBs found in drug molecules and bioactive natural products.
Article
Chemistry, Physical
Luciana Sarmento Fernandes, Dalmo Mandelli, Wagner A. Carvalho, Cedric Fischmeister, Christian Bruneau
CATALYSIS COMMUNICATIONS
(2020)
Article
Chemistry, Physical
Gabriel M. Vieira, Artur V. Granato, Elena V. Gusevskaya, Eduardo N. dos Santos, Pierre H. Dixneuf, Cedric Fischmeister, Christian Bruneau
APPLIED CATALYSIS A-GENERAL
(2020)
Review
Chemistry, Physical
Hallouma Bilel, Naceur Hamdi, Cedric Fischmeister, Christian Bruneau
Article
Chemistry, Organic
Harikrishnan Jayaprakash, Liwei Guo, Shengdong Wang, Christian Bruneau, Cedric Fischmeister
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
(2020)
Review
Chemistry, Inorganic & Nuclear
Rafael Gramage-Doria, Christian Bruneau
Summary: Ruthenium complexes are widely recognized as excellent pre-catalysts for challenging C-H bond functionalization reactions, and their combination with other types of chemical reactions can reduce purification and isolation steps, increasing reaction sustainability. Research in this field focuses on the compatibility of different reaction sequences, with a particular emphasis on the compatibility of ruthenium-catalyzed C-H bond functionalization with organic transformations, metal-mediated reactions, and transition metal catalysis.
COORDINATION CHEMISTRY REVIEWS
(2021)
Editorial Material
Chemistry, Inorganic & Nuclear
Jean-Francois Soule, Christian Bruneau, Christophe Darcel
Review
Chemistry, Multidisciplinary
Salekh M. Masoud, Dania V. Vorobyeva, Dmitry A. Petropavlovskikh, Christian Bruneau, Sergey N. Osipov
Summary: This review summarizes literature data on methods for introducing fluorine atoms and fluoralkyl groups into different ligands to construct metathesis-active ruthenium carbene complexes, analyzing their influence on catalytic activity. The choice of fluorinated substituents in NHC ligands aims to increase ruthenium atom electrophilicity and enhance complex activity; introducing polyfluoroalkyl groups can help solve the issue of catalyst recovery.
RUSSIAN CHEMICAL REVIEWS
(2021)
Article
Chemistry, Physical
Luciana Sarmento Fernandes, Dalmo Mandelli, Wagner A. Carvalho, Elsa Caytan, Cedric Fischmeister, Christian Bruneau
Summary: The direct functionalization of sterically demanding alpha,alpha-disubstituted double bonds in beta-pinene, (-)-limonene and (-)-limonene terpenoids has been achieved through cross metathesis with internal olefins. This clean transformation provides a new method for accessing functionalized bulky cyclic terpenes, where the terminal double bond generates a trisubstituted olefin.
APPLIED CATALYSIS A-GENERAL
(2021)
Article
Biochemistry & Molecular Biology
Thalita S. Galhardo, Anderson K. Ueno, Thais A. Costa-Silva, Andre G. Tempone, Wagner A. Carvalho, Cedric Fischmeister, Christian Bruneau, Dalmo Mandelli, Joao Henrique G. Lago
Summary: In this study, compounds isolated from N. leucantha were used as starting material to synthesize two new derivatives, which showed activity against trypanosome and no toxicity to mammalian cells. Mechanism study revealed that the derivatives caused depolarization of the parasite's plasma membrane and collapse of mitochondrial membrane potential. Therefore, this compound could be a potential candidate for future drug design in the treatment of Chagas disease.
CHEMICO-BIOLOGICAL INTERACTIONS
(2022)
Article
Chemistry, Physical
Thalita S. Galhardo, Anderson K. Ueno, Wagner A. Carvalho, Thais A. Costa-Silva, Marina M. Goncalves, Mariana B. Abiuzi, Andre G. Tempone, Joao Henrique G. Lago, Dalmo Mandelli, Cedric Fischmeister, Christian Bruneau
Summary: Ruthenium-catalyzed cross metathesis of biseugenol with electron-deficient olefins resulted in the synthesis of derivatives 3a-3e in good yields and excellent conversion rates. The antitrypanosomal activity of these compounds against Trypanosoma cruzi was evaluated, and compounds 3b and 3d showed similar IC50 values to biseugenol, but with reduced toxicities and similar selectivity indexes to the standard drug benznidazol.
Article
Chemistry, Physical
Naba Abuhafez, Herve Ruffin, Raghu Kamaraj, Christian Bruneau, Rafael Gramage-Doria
Summary: A new method for the synthesis of 1,3-diene building blocks using ruthenium-catalyzed oxidative homo- and cross-coupling is reported, which mainly produces the E,E isomer. This methodology also allows for the synthesis of adipic acid ester derivatives in a one-pot fashion after in situ ruthenium-catalyzed hydrogenation.
CATALYSIS SCIENCE & TECHNOLOGY
(2021)
Article
Chemistry, Physical
Julien Hervochon, Vincent Dorcet, Kathrin Junge, Matthias Beller, Cedric Fischmeister
CATALYSIS SCIENCE & TECHNOLOGY
(2020)
Article
Chemistry, Multidisciplinary
Xuemei Liu, Chaonan Cui, Shuoshuo Wei, Jinyu Han, Xinli Zhu, Qingfeng Ge, Hua Wang
Summary: This study presents a new strategy for designing efficient photocatalysts that can convert CO2 into hydrocarbons by utilizing synergistic catalytic sites. The findings provide a solution for the selective photocatalytic reduction of CO2 to CH4.
Article
Chemistry, Multidisciplinary
Chengxian Hu, Dan Wang, Lu Wang, Ying Fu, Zhengyin Du
Summary: A novel one-pot, three-component reaction conducted under electrochemical conditions was studied. The reaction involved 2-aminothiophenols, aldehydes, and malononitrile, using TBABF4 as an electrolyte and CuI as a catalyst. The proposed reaction mechanism suggested that CuI served as an electron relay. This method offers simplified operation, high atom economy, and mild reaction conditions.
Article
Chemistry, Multidisciplinary
Zhi Yang, Yu Chen, Linxi Wan, Yuxiao Li, Dan Chen, Jianlin Tao, Pei Tang, Fen-Er Chen
Summary: A highly enantioselective method for the complete hydrogenation of pyrimidinium salts using Ir/(S,S)-f-Binaphane complex as the catalyst was developed. This method provides easy access to fully saturated chiral hexahydropyrimidines, which are prevalent in many bioactive molecules. The reactions exhibit high yields and enantioselectivities under mild reaction conditions without additives. Successful application of this methodology in a continuous flow fashion further extends its practical utility.
Article
Chemistry, Multidisciplinary
Tina Jeoh, Jennifer Danger Nill, Wujun Zhao, Sankar Raju Narayanasamy, Liang Chen, Hoi-Ying N. Holman
Summary: In this study, the enzymatic hydrolysis of cellulose was investigated using real-time infrared spectromicroscopy. The spatial heterogeneity of cellulose was found to impact the hydrolysis kinetics. Hydration affected cellulose ordering, and Cel7A preferentially removed less extensively hydrogen bonded cellulose.
Article
Chemistry, Multidisciplinary
Tiphaine Richard, Walid Abdallah, Xavier Trivelli, Mathieu Sauthier, Clement Dumont
Summary: An effective method of grafting functionalities onto lignin based on glycerol carbonate has been developed using an efficient nickel-catalysed telomerisation reaction. This method allows lignin to have new reactive functions and reduces the glass transition temperatures of modified lignins, thereby expanding the application range of lignin-based resins.
Article
Chemistry, Multidisciplinary
Jing Qi, Xiyan Wang, Gan Wang, Srinivas Reddy Dubbaka, Patrick ONeill, Hwee Ting Ang, Jie Wu
Summary: This study presents a green and environmentally friendly approach for the synthesis of imides using electrocatalytic oxidation with H2O as the oxygen source. The method eliminates the need for toxic or expensive oxidants and achieves high yields under mild reaction conditions. It shows broad substrate compatibility and potential for industrial applications.
Article
Chemistry, Multidisciplinary
Babasaheb Sopan Gore, Lin-Wei Pan, Jun-Hao Lin, Yi-Chi Luo, Jeh-Jeng Wang
Summary: Here, we report a visible light-promoted intramolecular radical cascade reaction for the construction of fluorenol and naphthalene-fused cyclopropyl carbaldehyde derivatives. This method offers mild reaction conditions, a broad substrate scope, excellent step efficiency, and scalability, without the need for external chemical oxidants. The novelty of this protocol was demonstrated by synthesizing chrysene analogs and performing late-stage functionalizations.
Article
Chemistry, Multidisciplinary
Juho Antti Sirvio, Idamaria Romakkaniemi, Juha Ahola, Svitlana Filonenko, Juha P. Heiskanen, Ari Ammala
Summary: This article discusses the method of using supramolecular interaction between an aromatic hydrogen bond donor and lignin to achieve rapid delignification of softwood at low temperatures.
Article
Chemistry, Multidisciplinary
Yunyan Meng, Chunxiang Pan, Na Liu, Hongjiang Li, Zixiu Liu, Yao Deng, Zixiang Wei, Jianbin Xu, Baomin Fan
Summary: A novel visible light-driven synthesis method for 2,3-diamines has been developed, which has mild conditions, avoids the use of metal reagents, and can synthesize diamines and diols in one pot.
Article
Chemistry, Multidisciplinary
Mingqing Huang, Haiyang Huang, Mengyao You, Xinxin Zhang, Longgen Sun, Chao Chen, Zhichao Mei, Ruchun Yang, Qiang Xiao
Summary: A direct air-oxidized strategy for the synthesis of benzo[b]phosphole oxides was developed in this study. Arylphosphine oxides were transformed into phosphinoyl radicals, which were further combined with various alkynes to achieve the desired products. DFT calculations revealed the mechanism of phosphinoyl radical formation.
Article
Chemistry, Multidisciplinary
Anwei Wang, Jiayin Huang, Chunsheng Zhao, Yu Fan, Junfeng Qian, Qun Chen, Mingyang He, Weiyou Zhou
Summary: This study demonstrates an innovative strategy for the aerobic oxidation of C(sp(3))-H bonds using gamma-valerolactone. By optimizing the reaction conditions and utilizing specific catalysts, efficient oxidation of C(sp(3))-H bonds is achieved with good chemoselectivity in certain cases.
Article
Chemistry, Multidisciplinary
Shun Li, Likai Tong, Zhijian Peng, Bo Zhang, Xiuli Fu
Summary: Sulfide compounds show promise as electrocatalysts for water splitting, but their performance is limited by factors such as limited active sites and hindered substance transport. This study successfully prepared a high-entropy sulfide (ZnCoMnFeAlMg)(9)S-8, which reduced grain size and increased specific surface area, enabling the realization of a dual-functional catalyst with multiple catalytic sites. High entropy also modulated the electronic properties of sulfides, reducing the potential energy barrier for hydrolysis. This research introduces a new approach for functionalizing high entropy nanomaterials and improves the performance of water splitting catalysts.
