Article
Chemistry, Organic
Hui Xie, Mei Zhong, Xiao-Tong Wang, Jia-Qiang Wu, Yan-Qu Cai, Jidan Liu, Bing Shu, Tong Che, Shang-Shi Zhang
Summary: This study presents a novel method for the direct C(sp(2))-H amination of arenes using Cp*Ir(iii) and Cp*Rh(iii) catalysts with the assistance of a thioether directing group. The protocol is redox-neutral, has a broad substrate scope, high functional-group compatibility, and generates the desired products in moderate to excellent yields. This represents the first example of a thioether-directed Cp*Ir(iii) and Cp*Rh(iii)-catalyzed C(sp(2))-H amination reaction, and also demonstrates the use of azide compounds as a diversified and robust aminating reagent in thioether-directed C-H functionalization reactions.
ORGANIC CHEMISTRY FRONTIERS
(2021)
Article
Chemistry, Organic
Kuppan Ramachandran, Pazhamalai Anbarasan
Summary: An efficient rhodium-catalyzed method for the synthesis of C2-alkylated NH-free indoles has been achieved. This method offers several advantages, including the use of traceless directing group, good functional group tolerance, and broad applicability.
Article
Chemistry, Multidisciplinary
Yi-Hao Li, Yuxin Ouyang, Nikita Chekshin, Jin-Quan Yu
Summary: Pd(II)-catalyzed site-selective beta- and gamma-C(sp3)-H arylation of primary aldehydes is achieved by rational design of L,X-type transient directing groups (TDG). External 2-pyridone ligands are crucial for the observed reactivity. By minimizing the loading of acid additives, the ligand effect is enhanced to achieve high reactivities of the challenging primary aldehyde substrates. Site selectivity can be switched by changing the bite angle of TDG to match the desired palladacycle size, as supported by experimental and computational investigations.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2022)
Article
Chemistry, Applied
Zheng-Qiang Liu, Jing Tao, Xin Zhuang, Chuan-Ming Hong, Zhen Luo, Yu-Fei Wu, Qing-Hua Li, Tang-Lin Liu
Summary: The rhodium(III)-catalyzed aryl borrowing amination allows for the reaction between various diaryl methanols with sulfonamides, showing good functional group tolerance and mild reaction conditions.
ADVANCED SYNTHESIS & CATALYSIS
(2021)
Article
Chemistry, Organic
Guanghua Kuang, Dandan Liu, Xuerong Chen, Guangyuan Liu, Yang Fu, Yiyuan Peng, Hua Li, Yirong Zhou
Summary: A unified method for direct C4-H halogenation of indoles has been successfully achieved with the assistance of anthranilic acids as suitable transient directing groups. Exclusive site selectivity and good functional group tolerance were obtained using inexpensive N-halosuccinimides as halogen sources under mild conditions. The rich functional groups in the product allow for facile construction of a diversity of nitrogen-containing heterocycles via one-step late-stage derivations.
Article
Chemistry, Multidisciplinary
Jinwon Jeon, Changseok Lee, Inyoung Park, Sungwoo Hong
Summary: This article highlights the elegant and versatile approach of chelation-assisted C-H bond and alkene functionalization using bidentate directing groups, which overcomes regiocontrol issues. The focus is on two categories of results: regioselective alkene functionalization and asymmetric C-H functionalization using chiral bidentate directing groups. Additionally, density functional theory studies are discussed to elucidate the origin of regio- and stereoselectivity induced by bidentate directing groups.
Article
Chemistry, Organic
Ashfaq Ahmad, Himangsu Sekhar Dutta, Mohit Kumar, Raziullah, Manoj Kumar Gangwar, Dipankar Koley
Summary: A palladium catalyzed directing group assisted cross-coupling reaction has been developed for the synthesis of β-arylethylamine derivatives. The method is applicable to a wide range of substrates and can tolerate the presence of various external additives.
Article
Chemistry, Multidisciplinary
Changseok Lee, Hyung-Joon Kang, Huiyeong Seo, Sungwoo Hong
Summary: This study reports a highly enantio- and regioselective Ni-catalyzed hydroamination of unactivated alkenes. It is applicable to common but unreactive alkenes and has a broad range of amine coupling partners, showing great potential for late-stage functionalization of complex molecules.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2022)
Article
Chemistry, Organic
Sixi Wang, Bin Yu, Hong-Min Liu
Summary: This work presents a nonsteric NH2-directed Pd(II)-catalyzed intramolecular C(sp(2))H arylation of tryptamines, enabling the efficient synthesis of versatile 2-aryltryptamines. Late-stage modifications of these compounds allow for the divergent construction of complex core structures prevalent in valuable natural products.
Article
Chemistry, Multidisciplinary
Long Yang, Becky Bongsuiru Jei, Alexej Scheremetjew, Binbin Yuan, A. Claudia Stueckl, Lutz Ackermann
Summary: A copper-catalyzed electrochemical method for direct chalcogenation of o-carboranes has been established, allowing for high levels of position and chemo-selectivity control. This method provides an efficient means to activate inert cage C-H bonds for the late-stage diversification of o-carboranes.
Review
Chemistry, Multidisciplinary
Clement Jacob, Bert U. W. Maes, Gwilherm Evano
Summary: Direct functionalization of C-H bonds is a fundamental transformation in organic synthesis, often relying on directing groups for activation. The development of transient directing groups strategy has revolutionized C-H bond functionalization, allowing for direct and selective introduction of functional groups onto various substrates.
CHEMISTRY-A EUROPEAN JOURNAL
(2021)
Review
Chemistry, Multidisciplinary
Muhammad Siddique Ahmad, Kamel Meguellati
Summary: C-H bond functionalization is an important field with applications in pharmaceuticals, agrochemicals, and dye chemistry. This review explores the use of catalytic metals and various remote/directing groups for C-H bond functionalization. The catalytic properties of these metals (Pd, Rh, Ru, Mn, Ni, Fe, Cu, or Co) in reactions such as cyanations, arylations, alkenylations, allylations, alkylations, and alkynylations are discussed. Additionally, the functionalization of beta-C(sp(3))-H, ortho-(sp(2))-H carbonyl compounds, gamma-C(sp(3))-H arylation, and gamma-C(sp(2))-H of amines, amino esters, and alkyl acetals is summarized.
Review
Chemistry, Multidisciplinary
Jayabrata Das, Wajid Ali, Debabrata Maiti
Summary: In this review, the development of C(sp3)-H activation is highlighted, including its origins, progression, and overcoming of limitations, to identify future research directions. The three main strategies for C(sp3)-H activation in aliphatic molecules are static directing group (DG) or template-assisted approach, transient DG (TDG) approach, and native functional group (NFG)-assisted approach. Each section provides a brief discussion on the evolution, functionalization type, advantages, and shortcomings of C(sp3)-H activation.
TRENDS IN CHEMISTRY
(2023)
Article
Multidisciplinary Sciences
Zhipeng Lin, Uttam Dhawa, Xiaoyan Hou, Max Surke, Binbin Yuan, Shu-Wen Li, Yan-Cheng Liou, Magnus J. Johansson, Li-Cheng Xu, Chen-Hang Chao, Xin Hong, Lutz Ackermann
Summary: Electrochemistry, with the aid of data science and artificial intelligence, is increasingly being used for molecular synthesis. The authors have successfully utilized electrocatalyzed C-H activations for selective alkenylation in late-stage drug diversification. This approach eliminates the need for directing groups, which simplifies the synthesis process and reduces waste.
NATURE COMMUNICATIONS
(2023)
Article
Chemistry, Multidisciplinary
Nicolas Zeidan, Sergiu Bicic, Robert J. Mayer, David Leboeuf, Joseph Moran
Summary: This study demonstrates that HFIP greatly expands the scope of the Bronsted acid-catalyzed hydroarylation of enamides, and acts as a slow-release reservoir for the key cationic intermediate. The reaction is fast and practical, and can prevent the oligomerization of the substrate.
Article
Chemistry, Multidisciplinary
Sheng Feng, Fanyang Mo, Ying Xia, Zhenxing Liu, Zhen Liu, Yan Zhang, Jianbo Wang
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2016)
Article
Chemistry, Organic
Shuai Wang, Di Qiu, Fanyang Mo, Yan Zhang, Jianbo Wang
JOURNAL OF ORGANIC CHEMISTRY
(2016)
Article
Chemistry, Multidisciplinary
Wen-Dao Chu, Lei Zhang, Zhikun Zhang, Qi Zhou, Fanyang Mo, Yan Zhang, Jianbo Wang
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2016)
Meeting Abstract
Urology & Nephrology
Bernhard Kiss, Alexander Wyatt, James Douglas, Veronika Skuginna, Fan Mo, Shawn Anderson, Diana Rotzer, Achim Fleischmann, Vera Genitsch, Tetsutaro Hayashi, Maja Neuenschwander, Christine Buerki, Elai Davicioni, Colin Collins, George Thalmann, Peter Black, Roland Seiler
JOURNAL OF UROLOGY
(2017)
Article
Chemistry, Physical
Chencong Ruan, Fan Mo, Hao Qin, Hongye Cheng, Lifang Chen, Zhiwen Qi
Summary: Imidazole and benzenesulfonic acid based deep eutectic solvents were utilized as acidic catalyst and solvent for the efficient dehydration of fructose to 5-hydroxymethylfurfural. The bifunctionality of [Im:1.5BSA] in promoting reaction rates and catalytic activity was identified through tuned acidity of DESs and hydrogen bond interaction.
Article
Chemistry, Analytical
Fan Mo, Min Han, Xuan Weng, Yuye Zhang, Jing Li, Hongbo Li
Summary: This novel polarity-reversal-mode PEC biosensor, utilizing an organic dye embedded in amplified double-stranded DNA anchored to superparamagnetic particles, demonstrates excellent sensitivity and accuracy in detecting carcinoembryonic antigen. The innovative design allows for efficient elimination of false signals and opens up new possibilities for high-performance electrochemical and PEC biosensors.
ANALYTICAL CHEMISTRY
(2021)
Article
Chemistry, Multidisciplinary
Hua Lei, Meixuan Wu, Ying Liu, Fan Mo, Jiayao Chen, Shilong Ji, Yan Zou, Xiaoping Dong
Summary: The study utilized Bi2WO6 as a photocatalyst with visible light absorption and ferroelectric properties, achieving efficient degradation of organic dyes through photopiezocatalysis. Coupling LED illumination and ultrasonic vibration, the nanoflower-like Bi2WO6 demonstrated enhanced performance for organic dye purification compared to individual photocatalysis and piezocatalysis. The synergetic photopiezocatalysis showed promising potential for purifying organic pollutants in wastewater.
CHINESE CHEMICAL LETTERS
(2021)
Article
Chemistry, Analytical
Jing Li, Fan Mo, Lei Guo, Junhua Huang, Zheng Lu, Qin Xu, Hongbo Li
Summary: The study proposes a novel design using 3-thiopropionic acid-capped CdTe quantum dots (QDs) for copper ion photoelectrochemical sensing, which offers a wider linear range and lower detection limit, as well as additional advantages in terms of cost-effectiveness, simplicity, and selectivity.
SENSORS AND ACTUATORS B-CHEMICAL
(2021)
Article
Chemistry, Multidisciplinary
Lifang Chen, Fan Mo, Hongye Cheng, Zhiwen Qi
Summary: By using the Bronsted acidic deep eutectic solvent [Im:2PTSA], the Prins condensation reaction can be intensified by breaking the balance limitation of phase interface, increasing the compatibility of both phases, and promoting the formation of PDO.
Article
Chemistry, Multidisciplinary
Yilin Guo, Chen Yang, Huiping Li, Lei Zhang, Shuyao Zhou, Xin Zhu, Huanyan Fu, Zhizhou Li, Zhirong Liu, Chuancheng Jia, Zitong Liu, Wenguang Zhu, Fanyang Mo, Deqing Zhang, Xuefeng Guo
Summary: An accurate single-molecule kinetic isotope effect (sm-KIE) has been used to overcome the limitations of conventional ensemble KIE and provide a more accurate and sensitive determination method. This method has demonstrated high detection sensitivity and accuracy in observing the TS structures and multidimensional regulation of Claissen rearrangement.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2022)
Article
Chemistry, Physical
Fan Yang, Yi-Chen Nie, Han-Yuan Liu, Lei Zhang, Fanyang Mo, Rong Zhu
Summary: A general Co(II/III/IV) electrocatalytic platform for alkene functionalization is proposed, enabling a set of oxidative hydrofunctionalization reactions via hydrogen atom transfer without stoichiometric chemical oxidants. The study demonstrates an expansion in reactivity space in electrocatalysis by going beyond the common oxidation states of Co(I/II/III) in the VB12 system.
Article
Chemistry, Organic
Songyi Li, Chang Lian, Guanglu Yue, Jianning Zhang, Di Qiu, Fanyang Mo
Summary: A transition metal-free stannylation reaction has been developed, which allows for the conversion of alkyl bromides and iodides to trimethyl stannanes. This reaction is operationally convenient, features a rapid reaction, and exhibits good functional group tolerance. Experimental and theoretical studies have elucidated the mechanistic details of this reaction.
JOURNAL OF ORGANIC CHEMISTRY
(2022)
Article
Chemistry, Multidisciplinary
Hao Xu, Jinglong Lin, Qianyi Liu, Yuntian Chen, Jianning Zhang, Yang Yang, Michael C. Young, Yan Xu, Dongxiao Zhang, Fanyang Mo
Summary: As an important attribute of organic compounds, polarity greatly affects their properties. Thin-layer chromatography (TLC) is commonly used for polarity estimations. However, current TLC techniques lack standardization, resulting in low reproducibility. In this study, an automated system is developed to conduct TLC analysis under standardized conditions, allowing high-throughput data collection. Machine-learning methods are then utilized to establish surrogate models that correlate compound structures with their polarity. These trained models can accurately predict the polarity of organic compounds in different solvent combinations, providing general guidelines for purification conditions and facilitating the generation and analysis of quality TLC data.
Article
Chemistry, Multidisciplinary
Hua Lei, Meixuan Wu, Fan Mo, Shilong Ji, Xiaoping Dong, Yanmin Jia, Feifei Wang, Zheng Wu
Summary: This study synthesized 2-5 nm thick 2D g-C3N4 nanosheet catalyst with significant piezoelectric response, driving electrons and holes to form active species on the nanosheet surface through an internal piezoelectric field, showing excellent piezocatalytic performance. In terms of removing organic pollutants, the material achieved a decomposition efficiency of up to 98.5% for dichlorophenols.
ENVIRONMENTAL SCIENCE-NANO
(2021)
Article
Chemistry, Analytical
Jing Li, Xuan Weng, Fan Mo, Min Han, Hongbo Li
ANALYTICAL CHEMISTRY
(2020)
