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, 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
Masahiro Abe, Yuka Yokoi, Aoi Hirata, Yumeno Matsuoka, Tetsutaro Kimachi, Kiyofumi Inamoto
Summary: The direct and selective functionalization of inert C-H bonds through intramolecular hydrogen atom transfer (HAT) is a powerful tool in organic synthesis. In this study, we designed an efficient and facile method for iodine atom transfer in fluorinated alkyl iodides via 1,5-HAT reaction. Our process allows for site-selective iodination with good yields, producing di- and tri-fluorinated alkyl iodides. Additionally, our method demonstrates excellent atom economy and high tolerance towards various functional groups.
CHEMICAL COMMUNICATIONS
(2022)
Article
Chemistry, Multidisciplinary
Zijun Wu, Derek A. Pratt
Summary: The study describes a method for the direct conversion of carboxylic acids into disulfides, utilizing oxidative photocatalysis to promote decarboxylation. It was found that trisulfide dioxides can be easily prepared and used for various types of carboxylic acid substrates, including amino acids and substrates with activated C-H bonds. Additionally, the method was applied to the disulfuration reaction of amides.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2021)
Review
Chemistry, Multidisciplinary
Qi Zhang, Bing-Feng Shi
Summary: The review summarizes recent advancements in achieving selective functionalization of remote C(sp(3))-H bonds in transition metal-catalyzed C-H functionalization reactions, showcasing strategies such as specific substrate selection, switching of the regiodetermining step, utilization of ring strain in metallacycles, multiple non-covalent interactions, and favorable reductive elimination.
Article
Chemistry, Multidisciplinary
Zhong-Wei Hou, Ding-Jin Liu, Peng Xiong, Xiao-Li Lai, Jinshuai Song, Hai-Chao Xu
Summary: This study reports a site-selective electrochemical amination reaction that can convert benzylic C-H bonds into C-N linkages without the need for external oxidants or metal catalysts. The success lies in using HFIP as a co-solvent to modulate the oxidation potentials of the substrate and product, avoiding overoxidation of the latter.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2021)
Article
Chemistry, Applied
Hong Yan, Shaobin Zhu, Hai-Chao Xu
Summary: A two-step continuous-flow system was developed for the synthesis of functionalized acridinium photocatalysts through late-stage C(aryl)-H functionalization of the acridinium core, allowing the introduction of a diverse range of alkyl groups and formation of 3,6-disubstituted acridinium dyes.
ORGANIC PROCESS RESEARCH & DEVELOPMENT
(2021)
Article
Chemistry, Organic
Fei Yu, Chuang Li, Chuangye Wang, Hongwei Zhang, Zhong-Yan Cao
Summary: A new, simple, and easily accessible (1-selenocyanatoethyl)-benzene has been developed and used as a SeCN group transfer reagent for selenocyanation of aliphatic C(sp(3))-H bonds for the first time. The protocol features mild reaction conditions and a wide substrate scope, with control experiments suggesting a radical-group transfer mechanism may be involved.
Article
Chemistry, Multidisciplinary
Takeshi Nanjo, Ayaka Matsumoto, Takuma Oshita, Yoshiji Takemoto
Summary: The introduction of a chlorine atom can enhance the bioactivity and applicability of peptide derivatives. However, a general method for the site-selective chlorination of aliphatic C-H bonds in peptides is still elusive. In this study, we present a site-selective C(sp(3))-H chlorination of oligopeptides based on an N-chloropeptide strategy. This method enables the efficient synthesis of chlorine-containing peptide fragments and provides useful substructures for synthetic and medicinal applications.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2023)
Article
Chemistry, Physical
Xue-Ya Gou, Yuke Li, Yu-Yong Luan, Wei-Yu Shi, Cui-Tian Wang, Yang An, Bo-Sheng Zhang, Yong-Min Liang
Summary: This study reports the combination of free radical cyclization and ruthenium-catalyzed meta-selective C-H functionalization for the synthesis of arylpyrrolidone derivatives, demonstrating high meta-site selectivity and wide applicability.
Article
Chemistry, Multidisciplinary
Alastair J. McMillan, Martyna Sienkowska, Piero Di Lorenzo, Gemma K. Gransbury, Nicholas F. Chilton, Michela Salamone, Alessandro Ruffoni, Massimo Bietti, Daniele Leonori
Summary: The study introduces a general and practical photochemical strategy for the site-selective chlorination of sp(3) C-H bonds, achieving high selectivity through maximizing both polar and steric effects.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2021)
Article
Chemistry, Multidisciplinary
Myojeong Kim, Euna You, Jieun Kim, Sungwoo Hong
Summary: An efficient method for functionalizing pyridines and quinolines through radical-mediated reactions has been developed, allowing for selective modification of heteroatom positions.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2022)
Article
Chemistry, Multidisciplinary
Alexander Fawcett, M. Josephine Keller, Zachary Herrera, John F. Hartwig
Summary: A highly selective method for chlorination of tertiary and benzylic C(sp(3))-H bonds has been developed, utilizing azidoiodinane and a copper(II) chloride complex to generate the corresponding chlorides in high yields. The reaction shows exceptional functional group tolerance, allowing for chlorination of diverse substrates and late-stage chlorination of derivatives of natural products and active pharmaceutical ingredients.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2021)
Article
Chemistry, Multidisciplinary
Chang-Yin Tan, Myojeong Kim, Inyoung Park, Yuhyun Kim, Sungwoo Hong
Summary: A unified strategy for the deoxygenative or desulfurative pyridylation of various alcohols and thiols has been developed using a single-electron transfer (SET) process mediated by frustrated Lewis pairs (FLPs). The method involves the formation of FLPs between pyridinium salts and PtBu3, and the generation of alkyl radicals through the ionic coupling of phosphine radical cations with in situ generated xanthates. Visible-light irradiation enhances the reaction efficiency. This method offers a previously unrecognized opportunity for the selective heteroarylation of alcohols and thiols with diverse functional groups.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2022)
Article
Chemistry, Multidisciplinary
Tian-Sheng Chen, Hao Long, Yuxing Gao, Hai-Chao Xu
Summary: The paper presents a practical and cost-efficient method using continuous flow reactors for the highly selective monooxygenation of benzylic C(sp(3))-H bonds. The method does not require catalysts or chemical oxidants, and the produced alcohols undergo facile hydrolysis. It exhibits a broad scope and exceptional site selectivity.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2023)
Article
Chemistry, Multidisciplinary
Guowei Chen, Jianghui Wang, Wen-Cheng Chen, Yarong Gong, Ning Zhuang, Hui Liang, Longjiang Xing, Yuan Liu, Shaomin Ji, Hao-Li Zhang, Zujin Zhao, Yanping Huo, Ben Zhong Tang
Summary: In this study, two efficient narrowband MR-TADF emitters, BNCz-pTPA and BNCz-mTPA, are developed by attaching electron-rich triphenylamine (TPA) with twisted spatial conformation to the MR framework. The TPA substituent endows the new emitters with aggregation-induced emission enhancement (AIEE) for ACQ suppression. This study may provide a simple but effective approach to constructing high-performance emitters for wide-color-gamut OLED displays.
ADVANCED FUNCTIONAL MATERIALS
(2023)
Article
Chemistry, Multidisciplinary
Zhaoqiong Zhou, Yan Li, Pinyu Chen, Jinqiu Meng, Nan Luo, Liang Luo, Feng He, Xiangfeng Shao, Hao-Li Zhang, Zitong Liu
Summary: In this article, a hyperbranched polymer approach was reported to improve the charge mobility and device stability in organic field-effect transistors (OFETs). Three hyperbranched diketopyrrolopyrrole-based polymers were designed and synthesized, forming stable thin film microstructures and improving the device stability. The incorporation of linear alkyl chains instead of branching alkyl ones reduced steric hindrance, improved the microstructure ordering, and enhanced the charge mobility. The bar-coated OFETs demonstrated improved device mobilities and operational stabilities, indicating that hyperbranched polymers have potential applications in the future.
CHEMISTRY-A EUROPEAN JOURNAL
(2023)
Article
Chemistry, Multidisciplinary
Chun-Lin Sun, Xiao-Zhen Wang, Hu-Hu Tian, Qi-Wei Song, Bo-Yang Zhang, Xian Fei, Cheng Zhang, Jian-Rong Ma, Juan Ye, Hao-Li Zhang
Summary: In this work, the effects of aromatic substitutes on the photodynamic behaviours in perylenediimide (PDI) based singlet fission (SF) materials were investigated. It was found that appropriate spacing configuration of the bay aromatic substitution groups can enhance SF yields, and the new PDI derivatives showed triplet exciton yields of up to 183%, making them potential candidates for future SF-based optoelectronics.
CHINESE JOURNAL OF CHEMISTRY
(2023)
Article
Chemistry, Medicinal
Wenhu Zhan, Daqiang Li, Priya Saha, Rong Wang, Hao Zhang, Amrendra K. Ajay, Christa Deban, George Sukenick, Jamil Azzi, Gang Lin
Summary: We report the discovery and development of potent and highly selective inhibitors of human constitutive proteasome chymotryptic activity (fi5c). In the optimization of a novel class of inhibitors, structure-activity relationship studies focused on N-cap, C-cap, and side chain of the chemophore asparagine. Compound 32 exhibits the greatest potency and selectivity among the inhibitors tested. Docking studies provide a structural explanation for their potency and selectivity. Kinetic studies reveal a reversible and noncompetitive inhibition mechanism. Compound 32 penetrates cells to engage the proteasome target, potently and selectively killing multiple myeloma cells by synergizing with a fi5i-selective inhibitor.
JOURNAL OF MEDICINAL CHEMISTRY
(2023)
Article
Chemistry, Medicinal
Hao Zhang, John Ginn, Wenhu Zhan, Annie Leung, Yi J. Liu, Akinori Toita, Rei Okamoto, Tzu-Tshin Wong, Toshihiro Imaeda, Ryoma Hara, Mayako Michino, Takafumi Yukawa, Sevil Chelebieva, Patrick K. Tumwebaze, Jeremie Vendome, Thijs Beuming, Kenjiro Sato, Kazuyoshi Aso, Philip J. Rosenthal, Roland A. Cooper, Nigel Liverton, Michael Foley, Peter T. Meinke, Carl F. Nathan, Laura A. Kirkman, Gang Lin
Summary: Targeting the Plasmodium proteasome is a promising strategy to combat malaria, especially with the increasing reports of resistance to current therapies. In this study, we conducted structure-activity relationship studies on a macrocyclic scaffold and identified compound TDI-8414, which showed potent antiparasitic activity, high selectivity, improved solubility, and enhanced metabolic stability.
JOURNAL OF MEDICINAL CHEMISTRY
(2023)
Article
Materials Science, Multidisciplinary
Zecong Ye, Mingbing Lian, Zhiyao Yang, Yu Fu, Zhenwen Wang, Yingxiao Mu, Shaomin Ji, Hao-Li Zhang, Lihua Yuan, Zhenguo Chi, Yanping Huo
Summary: Despite the wide range of applications of macrocycles in supramolecular chemistry, achieving long-lived emissions such as room-temperature phosphorescence or thermally activated delayed fluorescence remains challenging. In this study, hydrogen-bonded macrocycles were developed, which demonstrate room-temperature phosphorescence and thermally activated delayed fluorescence through the introduction of different donors onto a rigid acceptor containing aramide skeleton. The formation of charge transfer and the presence of aromatic carbonyl groups contribute to the enhanced photoluminescence efficiency and intersystem crossing, respectively. The reduced flexibility of the chromophores in the H-bonded macrocyclic framework suppresses nonradiative decay and stabilizes triplet excitons, resulting in the acquisition of room-temperature phosphorescence and thermally activated delayed fluorescence.
ADVANCED OPTICAL MATERIALS
(2023)
Article
Chemistry, Physical
Na Li, Xin-Ping Zhai, Bo Ma, Hui-Jie Zhang, Ming-Jun Xiao, Qiang Wang, Hao-Li Zhang
Summary: In this study, a new photocatalyst consisting of lead-free perovskite Cs3Bi2Br9 and MOF 525 Co heterojunction was developed. The photocatalyst showed efficient light absorption, effective charge separation, and enhanced selectivity for CO2 conversion to CO and CH4. The underlying mechanism for the high product selectivity was elucidated.
JOURNAL OF MATERIALS CHEMISTRY A
(2023)
Article
Chemistry, Organic
Hongliang Shi, Huachen Hou, Jinbo Duan, Jinwei Huang, Xiaoguang Duan, Xingang Xie, Huilin Li, Xuegong She
Summary: The total syntheses of Lycopodium alkaloids phleghenrines A and C have been achieved in 19 and 18 steps, respectively, using three (hetero)-Diels-Alder reactions and two ring-expansion reactions. A chiral precursor is prepared through an auxiliary controlled Diels-Alder reaction, enabling asymmetric synthesis. This strategy offers a general approach to synthesizing novel Lycopodium alkaloids.
Article
Pharmacology & Pharmacy
Amrendra K. Ajay, Philip Chu, Poojan Patel, Christa Deban, Chitran Roychowdhury, Radhika Heda, Ahmad Halawi, Anis Saad, Nour Younis, Hao Zhang, Xiuju Jiang, Mahmoud Nasr, Li-Li Hsiao, Gang Lin, Jamil R. Azzi
Summary: Chordomas are rare bone tumors, accounting for approximately 1-4% of all malignant bone tumors and 20% of primary tumors of the spinal column. The underlying mechanism of chordoma is unknown, making it challenging to treat. In this study, a small molecule screening identified potential compounds that can inhibit chordoma cell proliferation, and proteasomal inhibitors were discovered as promising molecules for targeted therapy.
Article
Chemistry, Organic
Xiaoguang Duan, Hao Xu, Yijun Shen, Aohang Liu, Feifei He, Huachen Hou, Huilin Li, Xingang Xie, Xuegong She
Summary: An expedient construction method for the 5-6-7 tricyclic core of daphnicyclidin-type alkaloids is described. The challenging cycloheptanone C ring was constructed through a series of key transformations, resulting in the successful synthesis of the desired structure.
JOURNAL OF ORGANIC CHEMISTRY
(2023)
Article
Chemistry, Multidisciplinary
Qi Xiao, Bo Ma, Shu-Yan Wang, Xiang-Yang Li, Feng Yan, Qiang Wang, Hao-Li Zhang
Summary: In this study, a novel electrochemical intercalation method is proposed for the fabrication of ultrathin Bi (110) nanosheets with the highest yield ever reported. These nanosheets are stabilized through cathodic exfoliation in a reductive environment and further modification with polymer ionic liquids. The versatility of these nanosheets is demonstrated by fabricating flexible acoustic sensors with ultrahigh sensitivity. These sensors can even detect sounds as quiet as 45 dB. Furthermore, these sensors are utilized for acoustic-to-electric energy conversion and information transfer. This work offers a promising approach for scalable fabrication and preservation of ultrathin 2D TI Bi (110) nanosheets and paves the way for their integration into smart devices.
Article
Chemistry, Multidisciplinary
Xin-Ping Zhai, Bo Ma, Ming-Jun Xiao, Wen Shang, Zhi-Cong Zeng, Qiang Wang, Hao-Li Zhang
Summary: In this work, Cu3VSe4 nanocrystals were used to enhance laser protection performance. The nanocrystals exhibited higher saturation intensity and broader nonlinear spectral response than the C60 benchmark. A flexible optical limiter goggle prototype based on the nanocrystals significantly attenuated the incident laser beam. The excellent nonlinearity of Cu3VSe4 nanocrystals was attributed to quasi-static dielectric resonance behavior and a large two-photon absorption cross-section.
Review
Materials Science, Multidisciplinary
Yun-Tao Ding, Bo-Yang Zhang, Chun-Lin Sun, Qiang Wang, Hao-Li Zhang
Summary: Traditionally, hot excitons or hot carriers generated in semiconductors were considered unfavourable. However, new methods have emerged to utilize these energetic species for enhancing the performance of optoelectronic devices. This review introduces the basic concepts of hot excitons and hot carriers, reviews the latest research progress in the development of optoelectronic materials, and discusses their applications in three major fields.
JOURNAL OF MATERIALS CHEMISTRY C
(2023)
Review
Chemistry, Organic
Mingbing Lian, Zecong Ye, Yingxiao Mu, Dehua Hu, Yuan Liu, Haoli Zhang, Shaomin Ji, Yanping Huo
Summary: In hot exciton materials, the efficiency of converting excitons from high-lying triplet states to singlet states is maximized due to the staggered energy level arrangement, achieving a maximum IQE of 100%. These materials overcome the limitations of traditional fluorescent and TADF materials and exhibit superior performance in electroluminescence, especially in blue devices. The review summarizes recent blue-emitting hot exciton materials, discusses their light-emitting mechanism and design strategy, and provides a comprehensive outlook on their development.
CHINESE JOURNAL OF ORGANIC CHEMISTRY
(2023)
Article
Chemistry, Organic
Fuhai Liu, Zhongting Ruan, Xiaoguang Duan, Ruize Ma, Xujuan Su, Ning Liang, Xingang Xie, Xuegong She
Summary: Au(I) catalysed vinylogous Conia ene reaction was developed to construct densely functionalized spiro[4.5]-deca-1,6-diene-8-ones. The reaction afforded 52-81% yields for 17 substrates with multiple substitutes on the cyclohex-2-enone ring. This reaction shows mild conditions, wide substrate scope, and atom economic characters.
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
(2023)
Review
Chemistry, Multidisciplinary
Dan He, Yawen Li, Fuwen Zhao, Yuze Lin
Summary: High trap density in organic solar cells leads to localized charge carriers and reduced carrier lifetime, limiting device efficiency. This feature article summarizes the recent advances of trap suppression by material design and device engineering.
CHEMICAL COMMUNICATIONS
(2024)
Review
Chemistry, Multidisciplinary
Olivier Monfort, Arshitha Madhusudhan, Martin Motola
Summary: This article presents the advantages of coupling photocatalysis and Fenton-based processes for environmental remediation and discusses their synergy. It critically examines the simultaneous triggering of these two processes and provides insights into research approaches. The study aims to enhance understanding of this complex process and highlight the potential integration of new catalysts in current wastewater treatment technology.
CHEMICAL COMMUNICATIONS
(2024)
Article
Chemistry, Multidisciplinary
Manideepa Dhar, Chittaranjan Mishra, Avijit Das, Uttam Manna
Summary: An approach of 'polymerization of monomers in its aggregated form' has been introduced to tailor the water wettability of fibrous and porous substrates, achieving hydrophobicity to superhydrophobicity transition, as well as patterned wettability. This facile chemical method provides a durable coating with adjustable and patterned wettability for various potential applications.
CHEMICAL COMMUNICATIONS
(2024)
Article
Chemistry, Multidisciplinary
Saswat Ranjan Bhoi, Chhanda Debnath, Shikha Gandhi
Summary: In this article, a novel catalytic reaction using Pd(0) and Bronsted acid is reported for the synthesis of biologically important imidazolidinone-fused N-heterocycles through redox-neutral intramolecular N-allylation of indoles and pyrroles with alkynes. This atom-economical method is applicable to a wide range of substrates and eliminates the need for leaving groups or oxidizing agents commonly used in traditional allylation reactions.
CHEMICAL COMMUNICATIONS
(2024)
Article
Chemistry, Multidisciplinary
Longkun Chen, Mingshuai Zhang, Meichen Liu, Zhuoyuan Liu, Yuetong Qiu, Zhilai Zhang, Fuchao Yu, Jiuzhong Huang
Summary: In this study, an efficient Rh(III)-catalyzed selective mono- and dual-C-H bond functionalization/cyclization with iodonium ylide as the sole coupling partner was demonstrated. Fused benzodiazepine skeletons were obtained in excellent yields, providing an improved approach to dual C-H unsymmetrical functionalization.
CHEMICAL COMMUNICATIONS
(2024)
Article
Chemistry, Multidisciplinary
Alice Kennett, Sven Epple, Gabriella van der Valk, Irene Georgiou, Evelyne Gout, Romain R. Vives, Angela J. Russell
Summary: This study presents the design and synthesis of sulfated disaccharide inhibitors based on IdoA(2S)-GlcNS(6S), which showed potent inhibition of Sulf-2. The results suggest that IdoA(2S)-GlcNS(6S) is the shortest fragment size required for effective inhibition of Sulfs, and a trisulfated disaccharide is identified as the minimal fragment size of heparan sulfate for effective endosulfatase inhibition.
CHEMICAL COMMUNICATIONS
(2024)
Article
Chemistry, Multidisciplinary
Mauro Garbini, Andrea Brunetti, Riccardo Pedrazzani, Magda Monari, Massimo Marcaccio, Giulio Bertuzzi, Marco Bandini
Summary: The self-adaptability of galvanostatic electrolysis was found to be helpful in a multistage chemo- and diastereoselective electrochemically promoted cyclodimerization of chalcones. Through a series of reductive events, densely functionalized cyclopentanes with five contiguous stereocenters were obtained (25 examples, yields up to 95%, dr values up to >20:1). Further experimental and electrochemical investigations indicated the crucial role of dynamic kinetic resolution of the aldol intermediate in the reaction mechanism.
CHEMICAL COMMUNICATIONS
(2024)
Article
Chemistry, Multidisciplinary
Dhananjay S. Nipate, Neha Meena, Prakash N. Swami, Krishnan Rangan, Anil Kumar
Summary: In this study, the synthesis of functionalized benzo[a]phenazines and indazolo[2,3-a]quinolines was achieved through Rh(III)-catalyzed oxidative annulation of 2-arylquinoxalines and 2-aryl-2H-indazoles with allyl alcohols. The method showed a wide substrate scope, excellent functional group tolerance, good to high yields of annulated products, and the capability for scaled-up synthesis. A tentative mechanism of the annulation reaction was proposed based on a preliminary mechanistic investigation.
CHEMICAL COMMUNICATIONS
(2024)
Article
Chemistry, Multidisciplinary
Ruonan Zhang, Abudukadi Tudi, Xia Yang, Xuping Wang, Zhihua Yang, Shujuan Han, Shilie Pan
Summary: A new lead tellurium borate material with a unique fundamental building block [B4O10] was synthesized and found to exhibit high birefringence. The structure-property relationship was discussed using first-principles calculations.
CHEMICAL COMMUNICATIONS
(2024)
Article
Chemistry, Multidisciplinary
Amresh Kumar Singh, Baishali Thakurta, Anupam Giri, Monalisa Pal
Summary: This study introduces three key concepts for the quick synthesis of large-scale high-quality 2D materials films and their utilization in device fabrication.
CHEMICAL COMMUNICATIONS
(2024)
Article
Chemistry, Multidisciplinary
Reina Hagiwara, Shun Nishimura, Kosuke Okeyoshi
Summary: A copolymer-conjugated nanocatalytic system has been developed to improve electron transfer and enhance photoinduced H2 generation.
CHEMICAL COMMUNICATIONS
(2024)
