Article
Chemistry, Organic
Xiaoqin Ning, Yongke Chen, Fangdong Hu, Ying Xia
Summary: This study presents the palladium-catalyzed cross-coupling reactions of cyclobutanone-derived N-sulfonylhydrazones with aryl or benzyl halides, demonstrating that the metal carbene process and beta-hydride elimination can occur smoothly in strained ring systems to yield structurally diverse products. The preliminary success in asymmetric carbene coupling reactions in strained ring systems offers a promising route for the synthesis of enantioenriched four-membered-ring molecules.
Article
Chemistry, Organic
Xin-Rui Chen, Qian-Wen Zhang, Ge-Ge Tao, Jun Xuan, Hong-Ping Zhou, Yu-Peng Tian, Fei Li
Summary: The development of an efficient umpolung relay three-component regioselective coupling reaction allows for a cascade reaction of aromatic nucleophilic addition and electrophilic substitution, with high regioselectivity and broad substrate scope. This methodology exhibits excellent functional group tolerance on arenes, including bromo, ester, nitro, cyano, formyl, and N-H groups.
ORGANIC CHEMISTRY FRONTIERS
(2021)
Review
Chemistry, Inorganic & Nuclear
Nilankar Diyali, Sagarmani Rasaily, Bhaskar Biswas
Summary: In recent years, the rational design of metal-organic frameworks (MOFs) has gained scientific and industrial attention and made significant progress. MOF-mediated C-N cross-coupling reactions have emerged as a promising alternative to homogeneous and heterogeneous catalysts due to their unique structural features. This article systematically introduces the importance of MOFs and MOFs catalyzed C-N cross-coupling reactions, discusses the synthetic approaches, mechanisms, and structural parameters affecting the catalytic performance, and provides insights into the future development and challenges in this field.
COORDINATION CHEMISTRY REVIEWS
(2022)
Article
Chemistry, Applied
Xiaoyun Pu, Yaqi Zhang, Xiaobo He, Xinhuan Zhang, Long Jiang, Rihui Cao, Man Kin Tse, Liqin Qiu
Summary: A highly efficient method for the asymmetric synthesis of N-substituted 4-quinolones through C-N coupling reaction was developed using palladium catalysis. Various chiral quinolones with high enantioselectivity (up to 95% ee) and excellent yield (up to 99%) were easily obtained using palladium acetate and chiral ferrocene bisphosphine as auxiliary ligand. Racemic derivatives could also be synthesized using a transition metal-free strategy with potassium hydroxide in DMSO. The influence of temperature on the configurational stability of these C-N axially chiral compounds was also investigated. The efficient functionalization at 3-position further expands the application range of this synthetic technique.
ADVANCED SYNTHESIS & CATALYSIS
(2023)
Article
Chemistry, Multidisciplinary
Yujun Zhang, Shenghua Ye, Min Gao, Yong Li, Xuan Huang, Jun Song, Hong Cai, Qianling Zhang, Junmin Zhang
Summary: In this study, copper single-atom catalysts supported on N-doped graphene were successfully used for C-N coupling reactions, displaying excellent catalytic activity and recyclability. Experimental and theoretical calculations confirmed the advantages of single-atom catalysts over copper nanoparticles, as they increased the number of active sites and improved the intrinsic activity of each active site. This work provides an important synthetic strategy for coupling reactions.
Article
Chemistry, Physical
Taruna Singh, Sushil Kumar, Natesan Thirupathi, Pramod Kumar
Summary: The influence of substituents on the aryl rings of thiourea on the structure of resulting compounds was investigated through the reaction of Pd(OAc)2 with N,N'-di(4-tolyl)thiourea and N,N'-bis(2-anisyl)thiourea. Bis-chelated complexes [Pd{& kappa;2(N, S)-(C(NAr)(S)(ArNH)}2] [Ar = C6H4Me-4 (1), C6H4(OMe)-2 (2)] were obtained in yields of 78% and 86%, respectively, when Pd(OAc)2 reacted with two equivalents of N,N & PRIME;-di(4-tolyl) thiourea and N,N'-bis(2-anisyl)thiourea in toluene at 60 degrees C. The catalytic efficacy of complexes 1 and 2 towards Suzuki-Miyaura reactions was investigated, and both exhibited fair to excellent catalytic ability at very low catalyst loading, with complex 2 showing relatively higher activity compared to complex 1.
JOURNAL OF MOLECULAR STRUCTURE
(2023)
Article
Chemistry, Multidisciplinary
Zhenghong Zhou, Jimin Yang, Bo Yang, Yang Han, Lijuan Zhu, Xiao-Song Xue, Feng Zhu
Summary: This study presents a pioneering example of nickel-catalysed enantioconvergent Stille cross-coupling reactions. The reactions result in the formation of C-C bonds in good to high yields with excellent stereoselectivity, providing a practical and cost-effective method for synthesis. The innovative use of synergistic photoredox/nickel catalysis enables a novel single-electron transmetalation process, opening up new research possibilities in the field of Stille reactions.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2023)
Article
Chemistry, Organic
Shyamal Kanti Bera, Rosalin Bhanja, Prasenjit Mal
Summary: In this study, it was reported that 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ) can catalyze the synthesis of 1,2-disubstituted benzimidazoles and quinazolin-4(3H)-ones under solvent-free mechanochemical conditions. The target products were efficiently synthesized through intra- and intermolecular C???N coupling reactions.
BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY
(2022)
Article
Chemistry, Multidisciplinary
Subrata Das, Andreas W. Ehlers, Sima Patra, Bas de Bruin, Buddhadeb Chattopadhyay
Summary: A concept for intermolecular C-N cross-coupling amination has been discovered using tetrazoles and aromatic and aliphatic azides with boronic acids under iron-catalyzed conditions. The reaction follows an unprecedented metalloradical activation mechanism, different from traditional metal-catalyzed C-N cross-coupling reactions. The wide scope of this reaction has been demonstrated by employing various tetrazoles, azides, and boronic acids. Moreover, the reaction has shown potential for applications in medicinal chemistry, drug discovery, and pharmaceutical industries, as demonstrated by late-stage aminations and synthesis of a drug candidate.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2023)
Article
Chemistry, Multidisciplinary
Sripati Jana, Claire Empel, Thanh Vinh Nguyen, Rene M. Koenigs
Summary: The study demonstrates a multiple C-H functionalization reaction of carbazole heterocycles with diazoalkanes using gold catalysts, enabling the introduction of up to six carbene fragments or linking multiple carbazole units into a single molecule. A one-pot stepwise approach allows for the introduction of two different carbene fragments, facilitating orthogonal deprotection and straightforward derivatization.
CHEMISTRY-A EUROPEAN JOURNAL
(2021)
Review
Chemistry, Applied
Yalda Rangraz, Majid M. Heravi
Summary: The development of methodologies for carbon-nitrogen bond formation is crucial in organic synthesis, as the resulting products are widely used in pharmaceuticals, biologically active compounds, and natural products. Recently, nanosized metal catalysts have gained significant attention for their excellent catalytic performance, high product yields, mild reaction conditions, and environmental sustainability. This review provides an overview of the latest progress in the fabrication of nanocatalysts and their applications in constructing carbon-nitrogen bonds via cross-coupling reactions.
APPLIED ORGANOMETALLIC CHEMISTRY
(2023)
Review
Chemistry, Physical
Zhong-Wei Hou, Hai-Chao Xu, Lei Wang
Summary: This review summarizes the recent advances in electrochemical dehydrogenative N-H/N-H coupling reactions, focusing on the mechanistic insights and synthetic applications of these transformations.
CURRENT OPINION IN ELECTROCHEMISTRY
(2022)
Article
Chemistry, Physical
Manoj V. Mane, Sayan Dutta, Luigi Cavallo, Bholanath Maity
Summary: In recent years, there has been a growing interest in multicomponent reactions (MCRs) as environmentally friendly and reliable synthetic strategies for drug discovery. This article discusses theoretical investigations that unravel the mechanistic pathways in IrIII-CuII dual-catalyzed MCRs, experimentally reported by MacMillan, and explains the origin of selectivity between three-component and two-component coupling products. The results suggest that N-H bond activation is the rate-limiting step and the preference for a two-component product is governed by the relative stabilities of the CuII-X center dot intermediates.
Article
Chemistry, Organic
Baiyao Zhu, Wenfang Xiong, Xiaobin Tan, Wanqing Wu, Huanfeng Jiang
Summary: A copper-catalyzed Ullmann-type C-N cross-coupling reaction of carbazole with aryl chlorides has been developed using N,N'-bis(thiophene-2-ylmethyl)oxalamide as ligand, which efficiently affords N-arylcarbazole.
TETRAHEDRON LETTERS
(2022)
Article
Chemistry, Multidisciplinary
Alexander Purtsas, Marco Rosenkranz, Evgenia Dmitrieva, Olga Kataeva, Hans-Joachim Knoelker
Summary: In this paper, the oxygenation and amination reactions of tertiary arylamines are described. The key steps of these coupling reactions involve iron-catalyzed oxidative C-O or C-N bond formation, which typically provide the desired products in high yields and with excellent regioselectivity. These transformations are carried out using hexadecafluorophthalocyanine-iron(II) (FePcF16) as catalyst, with the presence of an acid or base additive, and only require ambient air as the oxidant.
CHEMISTRY-A EUROPEAN JOURNAL
(2022)
Article
Nanoscience & Nanotechnology
Zhen Zhang, Yue Geng, Shiqi Cao, Zheng Chen, Hanfei Gao, Xuanbo Zhu, Xuesong Zhang, Yuchen Wu
Summary: Polymer micro/nanoarchitectures are crucial for wearable medical applications, offering precise image sensing and real-time health monitoring. Challenges lie in the integration and large-scale fabrication. UV photodetectors based on polymer microwire arrays show high performance and potential for multiplexed image sensors.
ACS APPLIED MATERIALS & INTERFACES
(2022)
Article
Multidisciplinary Sciences
Zong-Quan Wu, Xue Song, Yan-Xiang Li, Li Zhou, Yuan-Yuan Zhu, Zheng Chen, Na Liu
Summary: Immobilizing organocatalyst onto helical polymers facilitates catalyst recycling and boosts enantioselectivity. Achiral organoiodine-functionalized single left- and right-handed helical polyisocyanides were prepared and used in three asymmetric oxidations, demonstrating high yields and excellent enantioselectivity. The enantioselectivity can be switched by reversing the helicity of the polymer backbone.
NATURE COMMUNICATIONS
(2023)
Article
Chemistry, Physical
Qilin Wang, Yuehui Zhai, Danming Chao, Zheng Chen, Zhenhua Jiang
Summary: Functional polymers with highly hydrophilic, highly polar, highly flexible, and biocompatible oligoethylene glycol side chains were designed and prepared to improve processability. The polymer PBDT-IID4, with longer oligoethylene glycol side chains, showed good solubility in both the halogen solvent chlorobenzene and the green halogen-free solvent methyltetrahydrofuran (Me-THF). The green solvent Me-THF can also be used for the preparation of electrochromic active layers.
Review
Materials Science, Multidisciplinary
Shi-Yi Li, Lei Xu, Run-Tan Gao, Zheng Chen, Na Liu, Zong-Quan Wu
Summary: Helical polymers are widely used in various fields due to their unique structure and optical activity. In recent years, they have become a new favorite in the field of circularly polarized luminescence (CPL) materials. This review introduces CPL materials and discusses the advantages and classification of CPL materials based on helical polymers. The research progress of CPL materials of helical polymers is summarized, aiming to stimulate interest and promote further development.
JOURNAL OF MATERIALS CHEMISTRY C
(2023)
Article
Chemistry, Physical
Yingshuang Shang, Zhaoyang Wang, Chang Yu, Wenhan Xu, Zheng Chen, Bo Jiang, Haibo Zhang
Summary: Triboelectric nanogenerator (TENG) has attracted much interest due to its efficiency, flexibility and cost-effectiveness. This study investigates the relationship between the chemical composition of triboelectric materials and their output performance in TENGs, and reveals that the structure-dependent performance is closely related to the potential energy difference between the energy levels of the positive and negative materials.
Article
Chemistry, Physical
Qingchun Qi, Kaihu Xian, Huizhen Ke, Junjiang Wu, Kangkang Zhou, Mengyuan Gao, Junwei Liu, Saimeng Li, Wenchao Zhao, Zheng Chen, Long Ye
Summary: The past decade has seen the prosperity of organic photovoltaic cells (OPVs). However, stability remains a challenge for OPVs. This study demonstrates an effective strategy to improve the thermal stability of OPVs by incorporating a high-temperature-resistant aid called PY to control and stabilize the film morphology.
ACS APPLIED ENERGY MATERIALS
(2022)
Article
Electrochemistry
Zhen Xing, Songrui Jia, Shiyi Li, Qilin Wang, Jundong Zhong, Hongyan Qi, Weibo Sun, Zhenhua Jiang, Zheng Chen
Summary: Two novel electrochromic high-performance polymers (HPP), PES-TPPA and PES-STPPA, with colorless-to-color switching were successfully synthesized using a low-cost and simple synthesis method. Notably, PES-STPPA exhibited high cycle stability, reasonable switching time, and outstanding coloration efficiency. Electrochromic devices based on PES-STPPA and cathodic coloring ethyl viologen (EV) showed stable color switching.
ELECTROCHIMICA ACTA
(2023)
Article
Energy & Fuels
Qilin Wang, Shiyi Li, Zhibo Zheng, Zheng Chen, Zhenhua Jiang
Summary: In this study, a series of novel PAAS and PAAK type HPP electrochromic films were prepared directly on ITO substrates by electrochemical polymerization. The triphenylamine-based polymers showed higher optical contrast, shorter switching times, and better cycling stability compared to the carbazole-based polymers. Moreover, this work provides a simple and efficient method to synthesize polyarylsulfone/ketone-based electrochromic materials, reducing cost and improving production efficiency for large-scale production and practical applications.
SOLAR ENERGY MATERIALS AND SOLAR CELLS
(2023)
Review
Chemistry, Physical
Huilin Shen, Qilin Wang, Zheng Chen, Changru Rong, Danming Chao
Summary: The use of silicon as an anode material in lithium-ion batteries has been widely studied for its high theoretical capacity. However, the expansion of silicon volume during charging and discharging causes structural damage and rapid decay of energy density, limiting its practical application. This review introduces the degradation mechanism of silicon anodes and explores the use of polymer binders to mitigate volume expansion and maintain electrode stability. The progress and research direction in developing new silicon-based anode binders for improved cycling stability are also summarized.
Article
Biochemistry & Molecular Biology
Songrui Jia, Zhen Xing, Qilin Wang, Shiwei Wang, Zheng Chen
Summary: This paper reports the synthesis of a series of novel high-performance polymers with electrochromism using a simple C-N coupling reaction. The effects of different electron-withdrawing abilities and conjugation lengths of the polymer structures on their electrochromic properties were compared and analyzed. The results showed that the sulfone and carbonyl groups, as well as the phenyl or biphenyl structures, played important roles in determining the oxidation potential, energy band, and cyclic stability of the polymers.
Article
Biochemistry & Molecular Biology
Han Zhang, Songrui Jia, Zhiyong Liu, Zheng Chen
Summary: In this study, ternary organic solar cells were prepared by incorporating PSEHTT into the PM6:L8-BO binary system. The results showed an improvement in PCE, as well as significant increases in JSC and VOC. Additionally, PSEHTT aided in fine-tuning photon collection and broadening the optical bandgap.
Article
Biochemistry & Molecular Biology
Songrui Jia, Shiying Qi, Zhen Xing, Shiyi Li, Qilin Wang, Zheng Chen
Summary: Donor-acceptor (D-A)-type conjugated polymers have been widely used in the fields of organic solar cells (OSCs) and electrochromism (EC). However, the poor solubility of D-A conjugated polymers has hindered their commercial process due to the use of toxic solvents. In this study, three novel D-A conjugated polymers with polar oligo (ethylene glycol) (OEG) side chains were designed and synthesized, and their solubility, optics, electrochemical, photovoltaic and electrochromic properties were investigated. Despite the challenges in achieving the desired morphology, these polymers showed promise for green solvent processing in the OSC and EC fields.
Article
Engineering, Environmental
Shiyi Li, Qilin Wang, Yuehui Zhai, Zhen Xing, Jundong Zhong, Danming Chao, Xuanbo Zhu, Changru Rong, Zongquan Wu, Zheng Chen
Summary: As an effective approach, oligo (ethylene glycol) (OEG) side chain engineering improves the performance of optoelectronic polymers, and its impact on electrochromic (EC) polymers has been explored in this study. The introduction of OEG side chains significantly shortens the coloring time and improves the coloration efficiency, while enhancing the solubility of the polymers in green solvents. The findings contribute to the development of all-green EC devices.
CHEMICAL ENGINEERING JOURNAL
(2023)
Review
Chemistry, Multidisciplinary
Zheng Chen, Zhenhua Jiang
Summary: Solvent-free polymerization production technology is an emerging science and technology that integrates polymer resin synthesis, material processing, and engineering. It represents the trend in the development of resin production technology. This paper introduces three solvent-free polymerization technologies and their corresponding mechanisms, showcases the actual production of PET and PLA, and provides valuable references for the understanding of polymer condensed state changes and related chemical reactions.
PROGRESS IN CHEMISTRY
(2022)
Article
Chemistry, Multidisciplinary
Wen-Bin Liu, Run-Tan Gao, Li Zhou, Na Liu, Zheng Chen, Zong-Quan Wu
Summary: The overuse of antibiotics and the emergence of resistant bacteria have raised serious concerns, highlighting the need for the development of efficient and safe antibacterial systems. In this study, antimicrobial materials were synthesized by connecting vancomycin to helical poly(phenyl guanidinium isocyanide) block copolymers with different conformations. These materials exhibited broad-spectrum antimicrobial activity, low bacterial resistance, and good proteolytic stability. Moreover, they were able to overcome the inherent resistance of Gram-negative bacteria to vancomycin, showing a 100-fold increase in antimicrobial activity. Interestingly, the conformation of the material played a role in promoting its antimicrobial activity, with the left-handed helix showing higher activity compared to the right-handed helix.
