Article
Chemistry, Organic
Zi-Qi Zhang, Yi-Hao Xu, Jing-Cheng Dai, Yan Li, Jie Sheng, Xi-Sheng Wang
Summary: A facile and efficient approach for the synthesis of CF3-containing dioxodibenzothiazepines has been developed via copper-catalyzed trifluoromethylation/cyclization of alkynes utilizing a radical relay strategy. This method demonstrates low catalyst loading, high regiocontrol, and broad scope under mild conditions, proving its versatility and potential for further derivatization.
Article
Chemistry, Applied
Pablo Esteban, Fernando Herrera, Daniel San Martin, Amparo Luna, Pedro Almendros
Summary: Typical transition metal-catalyzed oxycyclization reactions can lead to the formation of different products via distinct mechanisms, such as the 5-endo cyclization to form dihydrofurans or the 3-exo-cyclization/sulfonylation cascade to generate trisubstituted epoxides. The current stoichiometry control of regioselectivity may offer unique opportunities for chemical transformations.
ADVANCED SYNTHESIS & CATALYSIS
(2022)
Review
Chemistry, Organic
Xin Wang, Jia Lei, Yingjie Liu, Yong Ye, Jiazhu Li, Kai Sun
Summary: Fluoro-containing heterocycles are widely used in various fields due to their unique properties, leading to a rapid development in the research of new synthetic methods for these compounds. This review summarizes established strategies for constructing fluoro-containing heterocycles over the past decade, highlighting the scopes, mechanisms, unsolved issues, and future directions in this field.
ORGANIC CHEMISTRY FRONTIERS
(2021)
Article
Chemistry, Organic
Shaoqun Zhu, Jiawei Wang, Bing Zhou, Hong Hou
Summary: The regioselective hydroxyphosphorylation of 1,3-enynes catalyzed by copper/di-tert-butyl peroxide demonstrates excellent functional group tolerance, use of catalytic amounts of copper and di-tert-butyl peroxide as radical initiators, and mild reaction conditions. The desired products are obtained in moderate to excellent yields after purification.
SYNTHESIS-STUTTGART
(2021)
Article
Chemistry, Organic
Shaoqun Zhu, Jiawei Wang, Bing Zhou, Hong Hou
Summary: The regioselective hydroxyphosphorylation of 1,3-enynes catalyzed by copper/di-tert-butyl peroxide is described in this study. The advantages of this radical reaction include excellent functional group tolerance, the use of a catalytic amount of copper and di- tert-butyl peroxide as a radical initiator, and mild reaction conditions. The desired products are obtained in moderate to excellent yields after purification.
SYNTHESIS-STUTTGART
(2021)
Article
Chemistry, Multidisciplinary
Shivam A. A. Meena, Poonam Sharma, Akhilesh K. K. Verma
Summary: A transition-metal-free one-pot synthesis of di-functionalized succinimides has been developed, which involves a radical cascade seleno/thiosulfonation of aza-1,6-enynes in an atom economical manner. This method allows the synthesis of highly decorated succinimides with excellent stereoselectivity under mild reaction conditions. The proposed radical pathway is well supported by control experiments. The reaction demonstrates advantageous features including operational simplicity, atom economy, and broad substrate scope.
CHEMICAL COMMUNICATIONS
(2023)
Article
Chemistry, Organic
Shi-Yin Tian, Jing-Jing Ai, Jia-Hui Han, Weidong Rao, Shu-Su Shen, Daopeng Sheng, Shun-Yi Wang
Summary: A photocatalytic synthesis method was developed to simultaneously construct two C-S/Se bonds and one C-C bond without the use of transition metals or other additives, using diphenyl disulfide or diphenyl diselenide as sulfur or selenium sources.
JOURNAL OF ORGANIC CHEMISTRY
(2022)
Article
Chemistry, Organic
Qin Zeng, Xinyu Huang, Mingqing Liu, Zongxiang Yu, Yuanjing Xiao
Summary: A chemodivergent tandem reaction was developed for the intermolecular hydrocarbonation and intramolecular heterocyclization of S-CF3-1,3-enyne with S-ketothioamides (KTAs), leading to the formation of ring-trifluoromethylated 4H-pyran or 4H-thiopyran. The reaction exhibited a remarkable substituent effect, with the substituents on the keto moiety or the nitrogen atom of KTAs having a significant impact on the chemoselectivity.
Article
Chemistry, Organic
Grace K. Murphy, Corey A. Richards, Seth A. Applegate, Jamie M. Neely
Summary: In this study, a method for pyrrole synthesis via iron-catalyzed carboamination/copper-mediated cyclization with complete regioselectivity for the formation of 1,2,4-trisubstituted products is reported. This two-step, one-pot process improves upon previous conditions by using a readily available copper(I) source and simpler experimental procedures. The exploration of substrate scope reveals that a variety of arylacetylenes undergo pyrrole formation to yield single isomer products. Isotopic labeling experiments suggest a mechanism involving the activation of the alkyne moiety by the copper(I) reagent during the cyclization step.
Article
Chemistry, Multidisciplinary
Ana Milian, Manuel A. Fernandez-Rodriguez, Estibaliz Merino, Juan J. Vaquero, Patricia Garcia-Garcia
Summary: Metal-free borylative cyclization of biphenyl-embedded 1,3,5-trien-7-ynes in the presence of BCl3 provides synthetically useful borylated building blocks. The reaction temperature controls the formation of different borylated products. A proposed mechanism involving uncommon skeletal rearrangement is supported by DFT calculations.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2022)
Article
Chemistry, Organic
Hui Wang, Yunfei Yao, Zipeng Zhang, Yangjie Huang, Zhiqiang Weng
Summary: An oxidative copper-mediated double trifluorome-thylselenolation of terminal 2-alkynylanilines using [(bpy)-CuSeCF3](2) is reported, providing a moderately efficient and convenient approach to 2,3-bis(trifluoromethylseleno)indoles. Mechanistic studies show that a cascade sequence of oxidation, trifluoromethylselenolation, 5-endo-dig cyclization, and elimination is involved in this transformation.
JOURNAL OF ORGANIC CHEMISTRY
(2022)
Article
Chemistry, Multidisciplinary
Dong Xia, Liu-Yu Shen, Yicheng Zhang, Wen-Chao Yang
Summary: In this work, we report on a new N-centered radical initiated spirocyclization of biaryl ynones under metal- and additive-free conditions. This approach features good functional group tolerance and provides a facile and green way for the construction of NO2-containing spiro[5.5]trienones.
NEW JOURNAL OF CHEMISTRY
(2022)
Article
Chemistry, Organic
Shangyuan Wang, Jiangjie Zhang, Jian-Shu Wang, Jun Ying, Xiao-Feng Wu
Summary: A palladium-catalyzed cascade radical cyclization and carbonylation reaction of 1,7-enynes with perfluoroalkyl iodides and alcohols has been developed. The use of benzene-1,3,5-triyl triformate (TFBen) as the CO source enables the construction of 3,4-dihydroquinolin-2(1H)-one skeletons with the incorporation of both perfluoroalkyl and carbonyl units. This method provides a facile and efficient approach for the synthesis of various 3,4-dihydroquinolin-2(1H)-one derivatives with moderate to high yields and excellent E/Z selectivity.
Article
Chemistry, Organic
Jiaao Ge, Hongli Wu, Deping Kong, Genping Huang
Summary: Density functional theory calculations were used to investigate the cobalt-catalyzed intermolecular hydroacylation/cyclization of 1,6-enynes with aldehydes. The study showed that the initial oxidative cyclization is the rate-determining step of the overall reaction, and the enantioselectivity is mainly caused by steric repulsion between the aldehyde moiety and the aryl substituent of the 1,6-enyne.
ORGANIC CHEMISTRY FRONTIERS
(2022)
Article
Chemistry, Physical
Yu-Fei Fu, Xiao-Jun Liu, De-Zhan Chen, Jian-Biao Liu
Summary: In this study, a computational mechanistic investigation of the cobalt-catalyzed hydroboration/cyclization reaction of 1,6-enynes was conducted. The role of ligand coordination on the mechanism and regioselectivity was explored. The results showed that steric repulsions and hydrogen bonding interactions between the substrate and the ligand played important roles in controlling the competing migration insertion. Energy decomposition analyses revealed the impact of steric and electronic effects on regioselectivity, with electrostatics and orbital interactions being the dominant factors.
JOURNAL OF CATALYSIS
(2023)
Article
Multidisciplinary Sciences
Deren Yang, Hongde Yu, Ting He, Shouwei Zuo, Xiaozhi Liu, Haozhou Yang, Bing Ni, Haoyi Li, Lin Gu, Dong Wang, Xun Wang
NATURE COMMUNICATIONS
(2019)
Review
Chemistry, Multidisciplinary
Keyu Geng, Ting He, Ruoyang Liu, Sasanka Dalapati, Ke Tian Tan, Zhongping Li, Shanshan Tao, Yifan Gong, Qiuhong Jiang, Donglin Jiang
Review
Chemistry, Multidisciplinary
Zhuoer Li, Ting He, Yifan Gong, Donglin Jiang
ACCOUNTS OF CHEMICAL RESEARCH
(2020)
Article
Chemistry, Multidisciplinary
Chunhui Dai, Ting He, Lixiang Zhong, Xingang Liu, Wenlong Zhen, Can Xue, Shuzhou Li, Donglin Jiang, Bin Liu
Summary: This study demonstrates the superior performance of two covalent organic frameworks (COFs) incorporated with 2,4,6-triphenyl-1,3,5-triazine as photocathodes for H-2 production. By introducing 2,4,6-triphenylbenzene to create donor/acceptor pairs within COF, a significantly enhanced visible-light photocurrent is obtained, attributed to the narrowed bandgap and improved charge transfer by intramolecular donor-acceptor combination. This work suggests promising applications of crystalline donor-acceptor COFs as high-efficiency organic photoelectrodes for water splitting.
ADVANCED MATERIALS INTERFACES
(2021)
Article
Chemistry, Multidisciplinary
Zhongping Li, Keyu Geng, Ting He, Ke Tian Tan, Ning Huang, Qiuhong Jiang, Yuki Nagao, Donglin Jiang
Summary: The hydrazone-linked frameworks show stability and light emission properties, with the ability to emit multiple colors and edit emission colors digitally. These systems have high activity, stability, tunability, and sensitivity, making them attractive for light-emitting and sensing applications.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2021)
Article
Chemistry, Multidisciplinary
Ting He, Chenhuai Yang, Yongzhi Chen, Ning Huang, Shuming Duan, Zhicheng Zhang, Wenping Hu, Donglin Jiang
Summary: This study presents a strategy for precise interfacial design of heterogeneous catalysts by introducing segregated electron-conduction and mass-transport interfaces to improve activity and selectivity. The resulting covalent organic framework catalysts with ordered pi skeletons and solvophobic pores show significantly enhanced activity, selectivity, and energy efficiency, as well as broader voltage range, for CO2 transformation.
ADVANCED MATERIALS
(2022)
Article
Multidisciplinary Sciences
Ting He, Wenlong Zhen, Yongzhi Chen, Yuanyuan Guo, Zhuoer Li, Ning Huang, Zhongping Li, Ruoyang Liu, Yuan Liu, Xu Lian, Can Xue, Tze Chien Sum, Wei Chen, Donglin Jiang
Summary: Attempts to develop efficient hydrogen evolution photocatalysts have been challenging. In this study, the authors developed a photocatalyst system with stable covalent organic frameworks that achieved high performance hydrogen evolution. By controlling the molecular interfaces, they were able to identify the different roles of electron transfer, active site immobilisation, and water transport in the photocatalytic process. The integrated interfacial design approach significantly improved the hydrogen evolution rate and quantum yield, making it a promising step towards designing solar-to-chemical energy conversion systems.
NATURE COMMUNICATIONS
(2023)
Review
Chemistry, Multidisciplinary
Ting He, Yanli Zhao
Summary: The intensifying energy crises and environmental issues have sparked the research on renewable energy sources, sustainable energy conversion, and storage technologies. Photocatalysis, a green technology, converts eco-friendly solar energy into high-energy chemicals. Covalent organic frameworks (COFs), with their pre-designable structures, high crystallinity, and porosity, show promising potential for converting solar energy into chemicals. This Review highlights recent progress in COF-based photocatalysts synthesis and their applications in water splitting, CO2 reduction, and H2O2 production, while discussing the challenges and future opportunities for their rational design.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2023)
Article
Chemistry, Multidisciplinary
Ting He, Zhanfeng Zhao, Ruoyang Liu, Xinyan Liu, Bing Ni, Yanping Wei, Yinglong Wu, Wei Yuan, Hongjie Peng, Zhongyi Jiang, Yanli Zhao
Summary: Efficient photocatalysts for N-2 fixation to produce NH3 have been developed using isostructural porphyrin-based COFs loaded with Au single atoms. The microenvironment of the Au catalytic center is precisely tuned by controlling the functional groups at different positions of the porphyrin units. The introduction of electron-withdrawing groups facilitates the separation and transportation of photogenerated electrons within the entire framework, leading to superior NH3 evolution.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2023)
Article
Chemistry, Multidisciplinary
Ting He, Ruoyang Liu, Shihuai Wang, Ivan Keng Wee On, Yinglong Wu, Yi Xing, Wei Yuan, Jingjing Guo, Yanli Zhao
Summary: The development of chiral covalent organic framework catalysts (CCOFs) for synthesizing enantiopure organic compounds plays a crucial role in synthetic chemistry. In this study, a bottom-up strategy is used to successfully synthesize several photoactive CCOFX materials, where porphyrin building blocks act as light-harvesting antennae and chiral catalytic centers are immobilized on the pore walls through benzoimidazole linkers. The photocatalytic asymmetric alkylation of aldehydes using these CCOFs demonstrates high yields (up to 97%) and enantioselectivities (up to 93%), expanding the scope of visible-light-driven asymmetric catalysis using CCOF photocatalysts.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2023)
Article
Multidisciplinary Sciences
Yinglong Wu, Lihe Sun, Xiaokai Chen, Jiawei Liu, Juan Ouyang, Xiaodong Zhang, Yi Guo, Yun Chen, Wei Yuan, Dongdong Wang, Ting He, Fang Zeng, Hongzhong Chen, Shuizhu Wu, Yanli Zhao
Summary: The authors address the challenges in using organic small-molecule contrast agents for multispectral optoacoustic imaging by constructing water-dispersible supramolecular optoacoustic assemblies based on cucurbit[8]uril. The constructed assemblies show enhanced optoacoustic performance due to increased absorption and decreased fluorescence. The formulated assemblies can effectively detect and diagnose various tumors and kidney injury in mouse models using multispectral optoacoustic imaging.
NATURE COMMUNICATIONS
(2023)
Review
Chemistry, Multidisciplinary
Ting He, Keyu Geng, Donglin Jiang
Summary: This article summarizes the design principles, synthetic strategies, properties, and functions of covalent organic frameworks (COFs), explores the origins of their structures, and predicts key fundamental issues and future directions from chemistry, physics, and materials perspectives.
TRENDS IN CHEMISTRY
(2021)
Article
Materials Science, Multidisciplinary
Jiandong Liu, Jianmin Ma, Zhicheng Zhang, Yuchen Qin, Yan-Jie Wang, Yao Wang, Rou Tan, Xiaochuan Duan, Tong Zhen Tian, Cai Hong Zhang, Wen Wen Xie, Nian-Wu Li, Le Yu, Chenhuai Yang, Yanyan Zhao, Hamna Zia, Farhat Nosheen, Guangchao Zheng, Suraj Gupta, Xianhong Wu, Zhiyu Wang, Jieshan Qiu, Guangyao Zhou, Lin Xu, Kang Liu, Junwei Fu, Min Liu, Sang-Il Choi, Junfeng Xie, Xinwen Peng, Tingzhen Li, Gaoxin Lin, Jiacheng Wang, Jingrui Han, Hongyan Liang, Shuyu Li, Xiaotao Zhang, Yating Zhu, Ting He, Xiaoya Cui, Haiqing Wang, Zengxi Wei, Quanhui Liu, Guangyin Fan, Qian Liu, Xuping Sun, Yuezhan Feng, Yaping Liu, Ke Chu, Yuan Qiu, Xijun Liu
Summary: This paper systematically discusses various electrocatalysts for sustainable processes, covering topics such as platinum and its alloys, oxides, chalcogenides, and carbon-based materials, providing important references and insights for green catalytic processes.
JOURNAL OF PHYSICS-MATERIALS
(2021)
Review
Chemistry, Multidisciplinary
Ruoyang Liu, Ke Tian Tan, Yifan Gong, Yongzhi Chen, Zhuoer Li, Shuailei Xie, Ting He, Zhen Lu, Hao Yang, Donglin Jiang
Summary: Covalent organic frameworks provide a platform for integrating organic units into ordered polymers, allowing for pre-designed structures and enhanced capabilities in designing organic materials. The progress in COF design and exploration has laid a foundation for the field, demonstrating potential in developing unique organic materials. By analyzing historical developments, understanding structural components and functional design strategies, a clearer picture of COFs' materials and applications emerges, revealing principles for designing unique functions inherent to structures.
CHEMICAL SOCIETY REVIEWS
(2021)
Article
Materials Science, Multidisciplinary
Ting He, Keyu Geng, Donglin Jiang
ACS MATERIALS LETTERS
(2019)
