Article
Chemistry, Organic
Henning J. Loui, Arun Suneja, Christoph Schneider
Summary: A synthetic method has been developed for the stereoselective (3 + 3)-cycloannulation of in situ generated carbonyl ylides with indolyl-2-methides, resulting in oxa-bridged azepino[1,2-a]indoles in one step. The products, with three stereogenic centers, were obtained with good stereoselectivity and yields, showcasing valuable heterocyclic complexity.
Article
Chemistry, Organic
Ganesh Shivayogappa Sorabad, Ding-Yah Yang
Summary: A facile and regioselective Lewis acid-catalyzed cascade annulation of o-hydroxyphenyl propargyl amines with 4-hydroxycoumarin to afford furano[3,2-c]coumarin and pyrano[3,2-c]coumarin derivatives is reported. The reaction proceeds through the conjugate addition of 4-hydroxycoumarin to the in situ-generated alkynyl o-quinone methide followed by intramolecular 5-exo-dig and 6-endo-dig annulation to form furano[3,2-c]coumarins and pyrano[3,2-c]coumarins, respectively. The prepared o-hydroxyl substituted pyrano[3,2-c]coumarins can be easily transformed into the corresponding coumarin-derived dioxabicycles by acid-mediated cyclization.
JOURNAL OF ORGANIC CHEMISTRY
(2023)
Article
Chemistry, Organic
Haiyu Sun, Yicheng He, Wusheng Guo
Summary: This study reports a Pd-catalyzed decarboxylative strategy for the asymmetric construction of spiro[4.5]deca-6,9-dien-8-ones. This approach utilizes modular vinyl methylene cyclic carbonates and p-quinone methides as reaction partners. The reaction can be performed at room temperature and generates CO2 as the sole by-product. The corresponding products feature otherwise synthetically challenging vicinal quaternary carbons, which create great potential for complexity and diversity. The stereochemistry of the reactions is controlled with diastereo- and enantioselectivity being up to >20 : 1 dr and 96 : 4 er.
ORGANIC CHEMISTRY FRONTIERS
(2022)
Article
Chemistry, Organic
Yanfang Han, Long Zhang, Sanzhong Luo
Summary: A highly diastereo- and enantioselective retro-Claisen reaction has been developed using chiral primary amine catalysis. This reaction enables efficient synthesis of chiral beta,beta-diaryl-alpha-branched ketones with excellent stereoselectivities. The reaction proceeds through a tandem sequence involving benzylic C-C bond formation, C-C bond cleavage, and stereospecific enamine protonation. The use of o-quinone methides as diaryl precursors allows for a broad substrate scope, mild reaction conditions, and a high degree of stereocontrol.
Article
Chemistry, Multidisciplinary
Xue Song, Jie Zhang, Yu-Xing Wu, Qin Ouyang, Wei Du, Ying-Chun Chen
Summary: In this study, an asymmetric formal nucleophilic o-cresolylation reaction using palladium catalysis was reported. The reaction involved the generation of electron-neutral and HOMO-raised eta(2)-Pd(0)-dienone complexes, followed by vinylogous addition and a cascade of isomerization/elimination/aromatization processes. The use of a bulky chiral phosphonamidite ligand achieved moderate to excellent diastereo- and enantioselectivity, allowing facile access to diverse enantioenriched architectures. Control experiments provided detailed insights into the catalytic reaction pathway.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2022)
Review
Chemistry, Multidisciplinary
Maria Tereza M. Martins, Flaviana Rodrigues F. Dias, Raphael Silva M. de Moraes, Marcos Felipe da Silva, Kaio R. Lucio, Karin D'Oliveira Goes, Patrick A. do Nascimento, Andre S. S. da Silva, Vitor F. Ferreira, Anna C. Cunha
Summary: This article provides an overview of multicomponent reactions (MCRs) that involve ortho-quinone methide intermediates (o-QM) and discusses their applications in organic synthesis and biological processes. QMs are generated through eliminative processes or photochemical reactions and can undergo various types of reactions.
Article
Chemistry, Multidisciplinary
Shiv Shankar Patel, Dileep Kumar, Chandra Bhushan Tripathi
Summary: This research addresses the generation of alkyl radicals under mild conditions through photoinduced Brönsted acid catalysis. The optimized protocol does not require organic dyes or transition metal photocatalysts. Functionalized arylmethane derivatives are obtained in high yield under blue light irradiation with diphenyl phosphate as a catalyst and dihydropyridine derivatives as a radical source.
CHEMICAL COMMUNICATIONS
(2021)
Article
Chemistry, Organic
Martha C. Mayorquin-Torres, Armando Navarro-Huerta, Mauricio Maldonado-Dominguez, Marcos Flores-Alamo, Braulio Rodriguez-Molina, Martin A. Iglesias-Arteaga
Summary: A series of hybrid dimers with orthogonal steroidal cores bridged by a chroman ketal moiety were obtained through Pd-catalyzed three-component reactions, showing one L-shaped scaffold with large channels. Monte Carlo simulations indicate these voids preferentially allocate n-hexane, suggesting potential applications as selective hosts for small molecules.
JOURNAL OF ORGANIC CHEMISTRY
(2021)
Article
Chemistry, Multidisciplinary
An Li, Li Ping Hu, Tao Yang, Zan Yang, Yu Liu, Li Jun Li, Ke Wen Tang, Cong Shan Zhou
Summary: The study developed a copper-catalyzed [4+1] cycloannulation reaction of 2-aminochalcones with ethyl 2-diazo-2-phenylacetates, allowing for the migration of the ester group and providing a simple and effective method for synthesizing various indole heterocyclic compounds. The reaction showed a wide substrate scope and good tolerance towards functional groups, with mechanistic studies revealing a step-by-step sequence involving carbine N-H insertion, intramolecular hydroxaldehyde-type condensation, and 1,2-acyl migration.
NEW JOURNAL OF CHEMISTRY
(2022)
Article
Chemistry, Organic
Jian-Ping Tan, Yuan Chen, Xiaoyu Ren, Yumeng Guo, Bing Yi, Hongkui Zhang, Guowei Gao, Tianli Wang
Summary: A phosphonium-containing catalyst generated in situ from phosphine and tert-butyl acrylate was developed as an unusual Lewis base catalyst for promoting cyanation reactions. The active catalyst was identified as an active zwitterionic phosphonium intermediate through mechanistic investigations. High yields of alpha-diaryl and alpha-triaryl acetonitriles were obtained under mild reaction conditions with low catalyst loading.
ORGANIC CHEMISTRY FRONTIERS
(2021)
Article
Chemistry, Organic
Lei Zeng, Qian Lei, Weidong Rao, Lizhu Gao
Summary: A catalytic diastereoselective hetero-Diels-Alder reaction was developed for the synthesis of 3,4-dihydropyrans from alpha-haloacroleins and less polarized alkenes. Mechanistic studies revealed that 3,4-dihydropyran was produced through the ring expansion of cyclobutane, which was generated from the ring contraction of an initially formed unstable conformer.
Article
Chemistry, Organic
Muhammad Sohail, Fujie Tanaka
Summary: We demonstrated that the loading amounts and concentrations of the reactant 1,3-cyclohexanedione have an impact on reaction rates and outcomes. Interestingly, in some cases, reactions with higher concentrations of 1,3-cyclohexanedione were slower than those with lower concentrations. By minimizing the use of cyclic 1,3-dione derivatives and adjusting the reaction concentration, we were able to reduce the acid catalyst to 0.1 mol% and obtain the desired products in high yields, while expanding the scope of the reaction.
JOURNAL OF ORGANIC CHEMISTRY
(2023)
Article
Chemistry, Organic
Yuanyuan Huang, Nan Wang, Zheng-Guang Wu, Xinxing Wu, Mengke Wang, Weichun Huang, You Zi
Summary: The synthesis of alpha-phosphoryloxy carbonyls has been achieved through the sequential in situ formation of a Kukhtin-Ramirez adduct and a P(NMe2)(3)-catalyzed process for the phosphination of alpha-dicarbonyls. Various P(O)-H derivatives, including diarylphosphine oxides, arylphosphinates, and phosphinates, can be introduced into the alpha-dicarbonyls, resulting in the formation of different alpha-phosphoryloxy carbonyls. This method offers advantages of mild conditions, simplicity, atom economy, high efficiency, and gram-scale synthesis, making it a promising tool in synthesis.
Article
Chemistry, Organic
Xin Li, Guoliang Gao, Songtao He, Qiuling Song
Summary: The article presents the first 1,6-conjugate addition of diborylmethane using a simple and inexpensive copper catalytic system. This method demonstrates high yields, good selectivities, and compatibility with a wide range of functional groups.
ORGANIC CHEMISTRY FRONTIERS
(2021)
Article
Chemistry, Organic
Neha Dagar, Swati Singh, Sudipta Raha Roy
Summary: We report the dual role of cerium in promoting the generation of alkyl radicals and catalyzing the formation of stereodefined C-C bonds. This method offers excellent selectivity and yield, and can be used for late-stage modification of pharmaceuticals.
JOURNAL OF ORGANIC CHEMISTRY
(2022)
Article
Energy & Fuels
Jian Zhang, Huadong Sun, Wenfeng Li, Yuan Jia, Zhiyong Han, Xiangyun Tao
Summary: This article focuses on the fault ride-through ability issue of wind turbine generator in large-scale wind power access to the power system. After analyzing the technical regulations for voltage FRT of WTG in the mainstream wind power markets, the reactive power reversal phenomenon and its reason of direct drive permanent magnet wind turbine during reactive power recovery period after LVRT are introduced. Then, a fast-reactive current control method based on rapid voltage response is proposed to solve the issue.
ENERGY SOURCES PART A-RECOVERY UTILIZATION AND ENVIRONMENTAL EFFECTS
(2023)
Article
Chemistry, Multidisciplinary
Min-Song Wu, Xiao-Yun Ruan, Zhi-Yong Han, Liu-Zhu Gong
Summary: A Pd-catalyzed cascade reaction has been developed for the synthesis of chiral 3,3-disubstituted oxindole derivatives using aryl alpha-diazoamides and allenes. The use of a chromium complex as a Lewis acid catalyst enhances the yield and enantioselectivity of the reaction.
CHEMISTRY-A EUROPEAN JOURNAL
(2022)
Article
Chemistry, Analytical
Jingruo Wang, Deyi Zhang, Wenna She, Shiyao Gao, Kunjie Wang, Yi Wang, Zhiyong Han, Xuefu Chen, Lan Li
Summary: Compared to traditional transition metal layered double hydroxides, transition metal layered carbonate double hydroxides (TMC-LDHs) have superior electrochemical performance and show great potential for practical application in advanced solid-state supercapacitors. This study successfully synthesized a flower-like TMC-LDH material with high specific capacity and excellent cycle stability using a hydrothermal method. The assembled solid-state hybrid supercapacitor device based on this material delivers high specific energy and retains a significant portion of its initial specific capacity after a large number of cycles.
Article
Engineering, Environmental
Fangming Tian, Jiaojiao Tang, Jie Zeng, Zhen Luo, Lin Zhang, Fenglin Tang, Zhiyong Han, Xiupei Yang
Summary: The sulfidation of microscale zero-valent iron particles (S/mZVI) has been widely recognized as a method to improve reactivity and selectivity. In this study, different types of nickel-sulfidated composite mZVI particles were synthesized by adjusting the sequence of nickel doping and sulfidation. The reactivity and selectivity towards atrazine in groundwater were compared, and the underlying mechanisms were investigated. The results showed that Ni/S-mZVI exhibited higher removal rate of atrazine and reduced hydrogen accumulation compared to S/mZVI. The enhanced removal rate was attributed to the generation of atom hydrogen and direct reduction mediated by electron transfer. Meanwhile, the reduced hydrogen evolution reaction in Ni/S-mZVI can be explained by the involvement of Fe oxides. Overall, the bimetallic modification of S/mZVI is a promising strategy for groundwater remediation.
CHEMICAL ENGINEERING JOURNAL
(2022)
Article
Chemistry, Physical
Deyi Zhang, Wenna She, Jingruo Wang, Shiyao Gao, Biao Yang, Xianxing Men, Kunjie Wang, Zhiyong Han, Xuefu Chen
Summary: Extending the operating potential of electrolytes is an efficient strategy to improve the energy density of aqueous supercapacitors. In this study, trichloroacetic acid (TCA) is developed as an efficient acid electrolyte with extended operating potential to enhance the energy density of aqueous carbon-based supercapacitors. Additionally, hierarchical porous carbon (HPC) with a high specific surface area is prepared to match the TCA electrolyte. The experimental results demonstrate that the prepared HPC exhibits a high specific capacitance in the TCA electrolyte. The symmetric supercapacitor device based on the prepared HPC and TCA electrolyte shows excellent cycle durability and high energy density.
JOURNAL OF POWER SOURCES
(2022)
Correction
Chemistry, Organic
Shi-Wei Luo, Liu-Zhu Gong, Tian-Ci Wang, Zhi-Yong Han, Pu-Sheng Wang, Hua-Chen Lin
Article
Chemistry, Multidisciplinary
Xiao-Yun Ruan, Tao Zhang, Wen-Ao Li, Yi-Zhuo Yin, Zhi-Yong Han, Liu-Zhu Gong
Summary: In this study, a photoinduced palladium-catalyzed hydrogen atom transfer triggered 1,2-difunctionalization of conjugated dienes was reported, achieving remote functionalization and selective difunctionalization to synthesize highly diverse amides.
SCIENCE CHINA-CHEMISTRY
(2022)
Article
Chemistry, Physical
Xingchang Tang, Shiyao Gao, Deyi Zhang, Xu Xia, Jingruo Wang, Wenna She, Biao Yang, Xianxin Meng, Kunjie Wang, Zhiyong Han, Bing Wang
Summary: A convenient and efficient one-step solid-phase synthesis method is developed for the preparation of NixPy @C nanocomposites with high charge storage capability and good cycle stability. The nanocomposites exhibit competitive performance compared with other methods.
JOURNAL OF ALLOYS AND COMPOUNDS
(2022)
Article
Engineering, Environmental
Xingchang Tang, Jingruo Wang, Deyi Zhang, Bing Wang, Xu Xia, Xianxin Meng, Biao Yang, Jianpeng Chen, Yulian He, Zhiyong Han
Summary: Constructing amorphous/crystalline hybrid materials is an effective strategy to enhance the performance of supercapacitors. In this study, carbon cloth-supported amorphous/crystalline hybrid NiCo-sulfide with a unique morphology was successfully constructed by converting crystalline NiCo-sulfide into the amorphous phase. The resulting material exhibited high specific capacity, cycle stability, and rate capability, making it suitable for high-performance supercapacitors.
CHEMICAL ENGINEERING JOURNAL
(2023)
Article
Chemistry, Organic
Wei-Wei Ding, Yu Zhou, Zhi-Yong Han, Liu-Zhu Gong
Summary: A highly enantioselective cascade carbonylation/annulation reaction has been established by Pd/chiral Lewis base relay catalysis, which assembles chiral quinolinones efficiently with excellent diastereo- and enantioselectivities from readily available starting materials under mild conditions. The palladium catalyst plays dual roles in this reaction, facilitating both the carbonylation process and the generation of the zwitterionic pi-allyl palladium intermediate.
JOURNAL OF ORGANIC CHEMISTRY
(2022)
Article
Chemistry, Organic
Du Ding, Lian-Feng Fan, Zhi-Yong Han, Pu-Sheng Wang
Summary: In this article, a three-component and redox-neutral synthesis of homoallyl amines and homoallylic alcohols is described. This reaction involves readily available C=X compounds, 1,3-butadiene, and various nucleophiles, and is catalyzed by the combination of photoredox and nickel catalysts.
Article
Energy & Fuels
Xianxin Meng, Deyi Zhang, Bing Wang, Yulian He, Xu Xia, Biao Yang, Zhiyong Han
Summary: A facile microwave irradiation method was developed to convert biomass into a phosphorus-doped hierarchical porous carbon. The material showed high specific capacitance and excellent cyclic stability in a newly developed TFA electrolyte. By replacing traditional H2SO4 electrolyte with TFA electrolyte, the device achieved nearly 2.5-fold improvement in energy density.
JOURNAL OF ENERGY STORAGE
(2023)
Review
Chemistry, Multidisciplinary
Zhi-Yong Han, Liu-Zhu Gong
Summary: Asymmetric Bronsted acid catalysis is a powerful concept for asymmetric synthesis. Chiral bisphosphoric acids have received much attention in the last two decades due to their unique catalytic properties attributed to intramolecular hydrogen bonding interactions. Many structurally unique and effective bisphosphoric acids have been synthesized, exhibiting superior selectivity in a broad range of asymmetric transformations. This review provides an overview of chiral bisphosphoric acid catalysts and their applications in catalyzing asymmetric transformations.
Article
Chemistry, Physical
Xu Xia, Deyi Zhang, Shiyao Gao, Biao Yang, Xianxin Meng, Yulian He, Bing Wang, Zhiyong Han, Kunjie Wang
Summary: If the agglomeration problem is solved, the solid-phase synthesis method can be an effective strategy for preparing transition metal-based energy storage materials. In this study, a convenient one-step in-suit solid-phase synthesis method was developed to fabricate a porous corallite-like NiSe2/CNTs nanocomposite. The nanocomposite exhibited high conductivity, loose porous morphology, small NiSe2 size, and excellent performance in both supercapacitors and sodium-ion batteries.
JOURNAL OF ALLOYS AND COMPOUNDS
(2023)
Article
Materials Science, Multidisciplinary
Han Zhiyong, Wang Shicheng, Cheng Taotao, Xing Sijia, Wang Zhiping
Summary: Four types of YSZ-based agglomerated powder with different compositions were prepared and their flowability, apparent density, and particle size distribution were investigated. The deposition efficiency and bonding mechanism during atmospheric plasma spraying were analyzed. The results showed that the flowability, apparent density, and particle size distribution of the different powders varied. The adhesion and wrapping effect of the bonding phase were the main factors affecting the deposition efficiency.
RARE METAL MATERIALS AND ENGINEERING
(2022)
Article
Chemistry, Organic
Faiza Diaba, Gisela Trenchs
Summary: The first violet light-mediated synthesis of gamma- and delta-lactams from N-alkenyl trichloroacetamides is reported in this paper. The reactions are conducted in tetrahydrofuran or 2-methyltetrahydrofuran as the sole solvent without catalysts or additives, under non-anhydrous conditions in an air atmosphere where the solvent serves as the radical initiator.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2024)
Article
Chemistry, Organic
Feroze Hussain, Sajjad Ahmed, Ashiq Hussain Padder, Qazi Naveed Ahmed
Summary: This study reports a novel and efficient one-pot synthesis method for mixed phosphorotrithioates, which does not require supplementary additives and shows broad applicability.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2024)
Article
Chemistry, Organic
Hyunjin Oh, Ikyon Kim
Summary: A new 1,2,4-triazole-pyrrolo[1,2-a]pyrazine hybrid system, 6-acylpyrrolo[1,2-a][1,2,4]triazolo[5,1-c]pyrazine, was synthesized using a catalyst-free method. This method involved sequential exposure of pyrrole-2-carbonitrile-derived substrates to DMF-DMA and acyl hydrazide, resulting in the formation of acylated pyrazine and 1,2,4-triazole rings, enabling the installation of various substituents at specific positions on the core skeleton.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2024)
Article
Chemistry, Organic
Ming Yan, Si-fan Wang, Yong-po Zhang, Jin-zhong Zhao, Zhuo Tang, Guang-xun Li
Summary: Here we developed an efficient photocatalytic approach for the convenient preparation of sulfinamides. The reaction allows for the gram-scale preparation of sulfinamides and the one-pot synthesis of various sulfonyl amides.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2024)
Article
Chemistry, Organic
Farzaneh Bandehali-Naeini, Zahra Tanbakouchian, Noushin Farajinia-Lehi, Nicolas Mayer, Morteza Shiri, Martin Breugst
Summary: Two tandem catalytic systems were developed for the synthesis of novel 3,4-disubstituted maleimides using the same Ugi adducts. Different maleimide structures can be synthesized using either Pd or Cu catalysis.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2024)
Article
Chemistry, Organic
Tanya Raghava, Anjan Chattopadhyay, Subhadeep Banerjee, Nivedita Sarkar
Summary: Amine substitution of two ortho fluorine atoms of tetrafluoroterephthalonitrile through SNAr chemistry is easily achievable. But further fluorine substitution is only possible under forcing conditions, yielding valuable fluorophores for bioimaging.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2024)
Review
Chemistry, Organic
Anju Chadha, Santosh Kumar Padhi, Selvaraj Stella, Sowmyalakshmi Venkataraman, Thangavelu Saravanan
Summary: Alcohol dehydrogenases are enzymes that use cofactors for oxidation or reduction reactions of alcohols or carbonyl compounds. They are utilized in green chemistry and have applications in the production of pharmaceuticals. Recombinant enzymes have solved the challenge of producing purified enzymes in large quantities. Engineered alcohol dehydrogenases have been used in asymmetric synthesis in industry. Various methods have been established for regenerating expensive cofactors to make the enzymatic process more efficient and economically viable.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2024)
