Article
Chemistry, Organic
Maxime Bouquin, Florian Jaroschik, Marc Taillefer
Summary: A ligand and base-free copper catalyzed synthetic method for the efficient alpha-arylation of aromatic ketones is described in this study. Ketone-derived silyl enol ethers were used to avoid strong bases in the reaction, providing intermolecular C-C coupling with good functional group tolerance and requiring low catalyst loading.
TETRAHEDRON LETTERS
(2021)
Article
Chemistry, Multidisciplinary
Wenke Dong, Zhiyang Ye, Wanxiang Zhao
Summary: Catalytic asymmetric hydroboration of ketone-derived silyl enol ethers using cobalt catalyst has been reported, providing a convenient approach to access valuable enantiopure beta-hydroxy boronic esters. This method features mild reaction conditions, a broad substrate scope, and excellent enantioselectivities, making it potential to streamline the synthesis of complex molecules.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2022)
Article
Chemistry, Organic
Paul Shaw, Storm J. Hassell-Hart, Gayle E. Douglas, Andrew G. Malcolm, Alan R. Kennedy, Gemma White, Laura C. Paterson, William J. Kerr
Summary: In this study, we applied silyl enol ether moieties as efficient alkene coupling partners within cobalt-mediated intramolecular Pauson-Khand reactions. This cyclization strategy delivers valuable oxygenated cyclopentenone products in high yields and allows for the incorporation of a variety of decorated structures.
Article
Chemistry, Organic
Xu Li, Lu Lanlan, Wang Xiangshan
Summary: A method for the rapid synthesis of beta-keto sulfones catalyzed by copper bromide from enol silyl ether and sodium arylsulfinates has been developed, which offers the advantages of simple operation, mild conditions, and short reaction time.
CHINESE JOURNAL OF ORGANIC CHEMISTRY
(2023)
Article
Chemistry, Multidisciplinary
Xiaoqing Wang, Yuqing Bai, Xiaoyong Zhai, Bo Wu, Yonggui Zhou
Summary: An environmentally sustainable copper-catalyzed dehydrocoupling polymerization method was developed for efficient preparation of poly(silyl ether)s (PSEs) with high yields and molecular weight. The PSEs exhibit good thermal stability and low glass-transition temperature.
CHINESE CHEMICAL LETTERS
(2022)
Article
Chemistry, Organic
Xue Chen, Zhen Wang, Jinyong Zhou, Yunkui Liu, Hongwei Jin, Bingwei Zhou
Summary: In this nickel-catalyzed remote hydrosilylation, a range of Z-silyl enol ethers are obtained as major isomers due to nickel-triggered alkene isomerization. Specifically, some alkyl silyl enol ethers that are not easily accessed by traditional methods can be prepared. This reaction features 100% atom economy, simple reaction conditions, and good yields.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2021)
Article
Chemistry, Organic
Sagar D. Nale, Hari Datta Khanal, Yong Rok Lee
Summary: A palladium-catalyzed desulfitative coupling of quinoxalin-2(1H)-ones with arylsulfonyl chlorides is demonstrated. The reaction allows for the synthesis of C3-arylquinoxalin-2(1H)-ones. The method enables successful coupling of chloro- and fluoro-aryl sulfonyl chlorides with quinoxalin-2(1H)-ones without carbon-halogen bond cleavage.
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
(2022)
Article
Chemistry, Multidisciplinary
Gaoyuan Zhao, Upasana Mukherjee, Lin Zhou, Jaclyn N. Mauro, Yue Wu, Peng Liu, Ming-Yu Ngai
Summary: We report a strategy for the alpha-selective C-ketonylation of readily available 1-bromosugars using excited-state palladium catalysis, yielding a range of C-glycosides. This reaction demonstrates excellent alpha-selectivity and mild conditions, tolerating a wide range of functional groups and complex molecular architectures. The resulting alpha-ketonylsugars can serve as versatile precursors for their beta-isomers and other C-glycosides. Insight into the reactive and mechanistic aspects of this reaction will inspire further reaction development and provide straightforward access to both alpha- and beta-C-glycosides, greatly expanding the chemical and patent spaces of glycomimetics.
Article
Chemistry, Physical
Xiaowu Fang, Songwei Wen, Peishen Jin, Wenjing Bao, Shanshan Liu, Hengjiang Cong, Xiao Shen
Summary: Fluorinated enol silanes are widely used in synthetic transformations, but previous methods only allowed for the synthesis of racemic products. In this study, an enantioselective reductive coupling reaction was developed to access enantioenriched fluorinated enol silanes. The practicality of this methodology was demonstrated through multistep-one-isolation processes, and the synthetic potential of enantioenriched fluorinated enol silanes in the synthesis of valuable chiral organofluorine compounds was also shown.
Article
Chemistry, Organic
Xi Chen, Zhe Zhang, Wei-Yu Shi, Ya-Nan Ding, Yu-Yong Luan, Yan-Chong Huang, Qiang Wang, Xue-Yuan Liu, Yong-Min Liang
Summary: We report a redox-neutral, visible-light-mediated difluoroalkylation of unactivated C(sp(3))-H bonds in amides via nitrogen-centered radicals triggered intramolecular hydrogen atom transfer. All types of gamma-C(sp(3))-H bonds exhibited excellent reactivity. This methodology provides a facile route for regioselective introduction of alpha,alpha-difluoroketonefragments into organic molecules, which can be easily converted to structurally diverse difluoro-containing molecules with broad potential applications in medicinal chemistry and chemical biology.
Article
Chemistry, Multidisciplinary
Aleksandra Blocka, Jakub Ostapko, Wojciech Chaladaj
Summary: For the first time, a cascade reaction involving a 5-exo-dig intramolecular nucleophilic addition of an enamine to a terminal alkyne followed by cross coupling has been demonstrated. This reaction allows for the stereoselective formation of two new C-C bonds using a single Pd-complex capable of catalyzing two mechanistically diverse transformations. Mechanistic investigations revealed that cyclization, relying on the facile displacement of OTf weakly bound to the Pd-center by the alkyne, is the rate limiting step.
CHEMICAL COMMUNICATIONS
(2023)
Article
Chemistry, Organic
Luca Allievi, Sabrina Dhambri, Rongyu Sun, Mohamed Selkti, Marie-Isabelle Lannou, Geoffroy Sorin, Janick Ardisson
Summary: The new neurotrophic vibsane-type diterpenoid Vibsatin A was synthesized through a Conia-ene-derived 7-exo-dig cyclization to generate the bicyclic backbone and install all stereogenic centers.
Article
Chemistry, Applied
Meng-Meng Guo, Xuan-Di Song, Xiang Liu, Ya-Wen Zheng, Xue-Qiang Chu, Weidong Rao, Zhi-Liang Shen
Summary: In this study, an iron(III)-catalyzed difluoroalkylation reaction of aryl alkynes with difluoroenol silyl ether was developed. The reaction has important application value for the synthesis of organic molecules containing CF2H and CF2CF2 moieties.
ADVANCED SYNTHESIS & CATALYSIS
(2022)
Article
Chemistry, Organic
Jian-Yu Zou, Yu-Zhao Wang, Wen-Hui Sun, Wu-Jie Lin, Xue-Yuan Liu
Summary: A mild and facile approach has been developed to construct various perfluoroketones via photo-catalyzed difluoroalkylation of difluoroenoxysilanes. The reaction involves a strategy of combining two fluorine-containing functional groups, allowing for high efficiency, mild conditions, and broad scope. Various fluoroalkyl halides can be utilized as radical precursors, suggesting a potential single-electron transfer pathway in the reaction.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2021)
Article
Biochemistry & Molecular Biology
Ziwei Huang, Qiao Lin, Jiefang Li, Shanshan Xu, Shaohuan Lv, Feng Xie, Jun Wang, Bin Li
Summary: In this study, a regio- and stereoselective ruthenium-catalyzed dehydrogenative intermolecular silylation was developed for the synthesis of (E)-alkenyl silyl-ether derivatives and silyl-ether heterocycles with good functional group tolerance.
Article
Chemistry, Multidisciplinary
Lihong Zhou, Xiaofeng Li, Kecheng Cao, Zhimin Jia, Honghan Long, Yang Li, Guohong Tao, Ning Liu, Jie Zhang, Lijian Ma
Summary: A novel COF membrane with bidirectional anisotropic Turing structures was synthesized for deacidification of highly acidic industrial wastewater, demonstrating excellent water permeability and metal ion interception capabilities. The membrane allows for efficient deacidification of high acidic solutions, providing a new solution for the treatment of industrial wastewater.
ADVANCED FUNCTIONAL MATERIALS
(2022)
Article
Chemistry, Multidisciplinary
Yuan-Hao Wang, Guo-Hao Zhang, Yu-Qin Xiang, Wen-Li Yuan, Jie Fu, Shuang-Long Wang, Ze-Xuan Xiong, Ming-Dong Zhang, Ling He, Guo-Hong Tao
Summary: Nuclear chemistry and radiochemistry, as a branch of chemistry, have significant influence on human life. Introducing virtual reality technology into general education has not only enhanced students' learning confidence but also improved teacher-student interaction.
JOURNAL OF CHEMICAL EDUCATION
(2022)
Article
Engineering, Environmental
Lei Zhang, Shuang-Long Wang, Yunshu Tan, Guo-Hong Tao, Wen-Li Yuan, Jie Fu, Guo-Hao Zhang, Ling He, Guohua Tao
Summary: This study presents a detector for carcinogenic primary aromatic amines that offers easy-operation and onsite detection through the use of ionic liquids and solution processing. The prepared detector provides an eye-readable fluorescence signal and serves as a paradigm for designing portable testing devices for various hazardous compounds.
JOURNAL OF HAZARDOUS MATERIALS
(2022)
Article
Chemistry, Physical
Qiu-Hong Zhu, Lei Zhang, Guo-Hao Zhang, Guo-Hong Tao, Song Qin, Hao Chen, Wen-Li Yuan, Yuan-Hao Wang, Yinghua Jin, Lijian Ma, Ling He, Wei Zhang
Summary: This study systematically investigates the alkyne metathesis catalyzed by molybdenum-based multidentate complexes using density functional theory calculations. The research reveals the roles of multidentate ligands in inhibiting polymerization pathways and tuning catalytic activity, providing guiding principles for the design of high-performance multidentate catalysts.
MOLECULAR CATALYSIS
(2022)
Article
Nanoscience & Nanotechnology
Hao Chen, Guo-Hao Zhang, Ling He, Fang Yong, Qiu-Hong Zhu, Lei Zhang, Song Qin, Guo-Hong Tao
Summary: In this study, a thermoresponsive nitrate IL was designed and utilized for uranium extraction. The IL exhibited stability in high acidity nitric acid and showed good affinity towards uranyl ions. The extraction efficiency and capacity of uranium using this IL were remarkable under specific conditions.
ACS APPLIED NANO MATERIALS
(2022)
Article
Engineering, Environmental
Yu-Qin Xiang, Yuan-Hao Wang, Hao Chen, Jie Fu, Qiu-Hong Zhu, Xiao-Lan Yang, Xin-Hong Xu, Song Qin, Ling He, Guo-Hong Tao
Summary: A novel ionic liquid ([N4444]4PTC) was prepared as an efficient adsorbent for iodine capture by combining three effective adsorption sites. The [N4444]4PTC@MF composite was fabricated using MF as a carrier and showed significantly improved iodine adsorption capacity and rate. The composite material exhibited excellent recycling performance and multiple practical applications.
CHEMICAL ENGINEERING JOURNAL
(2023)
Article
Chemistry, Multidisciplinary
Lei Zhang, Shuang-Long Wang, Guo-Hao Zhang, Na Shen, Hao Chen, Guohua Tao, Guo-Hong Tao, Fang Yong, Jie Fu, Qiu-Hon Zhu, Ling He
Summary: In this study, we propose design principles for covalent organic frameworks (COFs) based on intramolecular interactions to precisely control their structures and properties, leading to high-performance uranium sorbents. By investigating the structure-directing effect of intramolecular interactions in hydroxyl-group-functionalized COFs, we demonstrate that modulating these interactions is a viable approach to achieve optimal uranium adsorption performance.
CELL REPORTS PHYSICAL SCIENCE
(2022)
Article
Nanoscience & Nanotechnology
Hao Chen, Guo-Hao Zhang, Qiu-Hong Zhu, Jie Fu, Song Qin, Ling He, Guo-Hong Tao
Summary: In this study, a poly(ionic liquid) (PIL) cohered sandwich structure (PCSS) was proposed to sequester lead in perovskite solar cells. An adhesive and waterproof poly([1-(3-propionic acid)-3-vinylimidazolium]bis(trifluoromethanesulfonyl)imide (PPVI-TFSI) was used to create a transparent protective shield for lead sequestration in the cells. The PCSS showed excellent water resistance and stability against harsh conditions. The PPVI-TFSI exhibited high adsorption capacity for lead, effectively preventing lead leakage in abandoned devices. The PCSS provides a promising solution for lead sequestration and management, contributing to the commercialization of perovskite solar cells.
ACS APPLIED MATERIALS & INTERFACES
(2023)
Article
Chemistry, Multidisciplinary
Qiu-Hong Zhu, Guo-Hao Zhang, Lei Zhang, Shuang-Long Wang, Jie Fu, Yuan-Hao Wang, Lijian Ma, Ling He, Guo-Hong Tao
Summary: Based on the dynamic feature of imine formation, we propose a solvent-responsive strategy for smart switching between an amorphous ionic polyimine membrane and a crystalline organic molecule cage without the addition of other building blocks. The aldehyde and amine components undergo self-correction to form a polymer network or a molecular cage to adapt to solvent environmental constraints. This work builds a bridge between the polymer network and crystalline molecules and offers prospects for smart dynamic materials.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2023)
Article
Chemistry, Multidisciplinary
Jie Fu, Jia-Ying Liu, Guo-Hao Zhang, Qiu-Hong Zhu, Shuang-Long Wang, Song Qin, Ling He, Guo-Hong Tao
Summary: Adsorption, storage, and conversion of gases are the three critical topics in the field of clean energy and environmental mediation. Exploring new methods to prepare high-performance materials to improve gas adsorption is one of the most concerning topics in recent years. In this work, an ionic liquid solution process (ILSP) is explored to greatly improve the adsorption kinetic performance of covalent organic framework (COF) materials for gaseous iodine.
Article
Engineering, Environmental
Shi-Jie Guo, Guo-Hao Zhang, Qiu-Hong Zhu, Chao Yu, Jia-Ying Liu, Xiao-Lan Yang, Song Qin, Nan-Rong Zhao, Ling He, Guo-Hong Tao
Summary: This study presents a series of nitrogen-rich heterocyclic ionic liquids based on 5-aminotetrazolate (ATILs) and fabricates composite materials for efficient capture of radioactive iodine. The materials exhibit high nitrogen content and demonstrate a correlation between nitrogen content and iodine capture performance.
CHEMICAL ENGINEERING JOURNAL
(2023)
Article
Chemistry, Physical
Jun-Jie Duan, Xin Xin, Shi-Jie Guo, Shuang-Long Wang, Hao Chen, Song Qin, Guo-Hong Tao
Summary: Ionic liquid was used to synthesize UiO-66 and UiO-66-NH2 by ionothermal synthesis. The characterization results showed that UiO-66 synthesized in ionic liquid had high miss linker defects. The properties of UiO-66, such as particle sizes and specific surface area, could be adjusted by the usage of acetic acid modulator. Moreover, the defected UiO-66 exhibited remarkable performance in adsorbing organic dyes.
JOURNAL OF MOLECULAR STRUCTURE
(2023)
Article
Materials Science, Multidisciplinary
Jie Fu, Lei Zhang, Jia-Ying Liu, Guo-Hao Zhang, Shuang-Long Wang, Qiu-Hong Zhu, Song Qin, Ling He, Guo-Hong Tao
Summary: This study proposes a coupling strategy of inorganic perovskite crystallization and photoluminescence for detecting lead in the environment. An easy-to-use, low-cost, and portable PVA/C(6)mimBr/CsBr ionogel (PCCI) device is prepared through solution process for on-site detection of Pb(II). The detection limit of PCCI is 236 mg kg(-1), which is close to and lower than the statutory standard of 250 mg kg(-1) in China's agricultural regulations, and is expected to achieve on-site early-warning. This work may promote the development of environmental early-warning devices in line with laws and regulations.
ADVANCED OPTICAL MATERIALS
(2023)
Article
Chemistry, Inorganic & Nuclear
Shuang-Long Wang, Wen-Li Yuan, Ying Zhao, Kun-Lun Cheng, Guo-Hong Tao, Ling He
Summary: A series of green and safe heavy-rare-earth ionic liquids with high-coordinating anions and stable structures were obtained. These liquids exhibited wide liquid phase intervals and excellent thermal stability. The electrostatic properties were investigated to explain the anomalous melting points observed.
DALTON TRANSACTIONS
(2023)
Article
Materials Science, Multidisciplinary
Guo-Hao Zhang, Lei Zhang, Qiu-Hong Zhu, Hao Chen, Wen-Li Yuan, Jie Fu, Shuang-Long Wang, Ling He, Guo-Hong Tao
Summary: The article presents a flexible electrochemical sensor for on-site and portable detection of iodine, made from an ionic polyimine material that is stretchable, self-healable, and recyclable. By regulating the structure of the ionic polyimine, the sensor exhibits superior preconcentration capacity and accurate monitoring of iodine.
ACS MATERIALS LETTERS
(2022)
