Article
Chemistry, Inorganic & Nuclear
Deepika Sahil, Ramalingam Thirumoorthi, Chandrakanta Dash
Summary: In this study, a copper(I)-bis(imino)pyridine-triphenylphosphine complex was successfully synthesized and characterized using various analysis methods. The complex exhibited a distorted tetrahedral geometry and was proven to be an effective catalyst for a one-pot multicomponent Click reaction in methanol, resulting in the synthesis of several 1,4-disubstituted 1,2,3-triazoles.
INORGANIC CHEMISTRY COMMUNICATIONS
(2023)
Article
Chemistry, Multidisciplinary
Tamae Seo, Koji Kubota, Hajime Ito
Summary: Mechanochemical synthesis using transition-metal catalysts has advantages such as low solvent waste and short reaction times. However, the direct use of transition-metal catalysts in mechanochemical reactions without modifications limits the development of efficient cross-coupling processes. This study presents a new approach, using mechanochemistry-directed design to develop ligands for Suzuki-Miyaura cross-coupling reactions. The embedding of the ligand into a poly(ethylene glycol) polymer prevents catalyst deactivation and shows high catalytic activity at room temperature.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2023)
Article
Polymer Science
Yuehui Yuan, Zhiyi Song, Masayoshi Bando, Tamaki Nakano
Summary: By catalyzing benzene amine and ketone composites with zinc vapor and 2,2’-biphenyl doping, benzylamine porous organic crystals are formed, which exhibit excellent performance in gas adsorption and selective dye adsorption.
Article
Materials Science, Paper & Wood
Pouya Ghamari Kargar, Milad Nayebi, Zahra Parhizi, Rajender S. Varma
Summary: An eco-friendly approach was used to generate Ni nanoparticles on a magnetized cellulose biopolymer, resulting in a core-shell type nanocomposite (Fe3O4@CNF@Ni). The nanocomposite was characterized using various advanced techniques and its catalytic performance was evaluated in the synthesis of biaryl derivatives. The results showed that the nanocomposite exhibited high stability and catalytic efficiency.
Article
Chemistry, Multidisciplinary
Katsuya Kaikake, Naoki Jou, Go Shitara, Ren-Hua Jin
Summary: The newly developed heterogeneous Pd catalytic system consisting of nanopetal-gathered flower-like microspheres efficiently catalyzed the reaction of aryl bromides and phenylboronic acid in aqueous media, demonstrating effective utilization of low Pd concentration and 20 cycles of recycling without deactivation. Sodium chloride played a crucial role in maintaining the morphology of microflowers and preventing the formation of metallic Pd particles during the C-C coupling reaction.
Article
Chemistry, Multidisciplinary
Weixu Lu, Xiaoqiang Yu, Ming Bao
Summary: In this paper, a group of copper-based ternary deep eutectic solvents (Cu-DESs) were synthesized and applied in Glaser-type homo- and cross-coupling of terminal alkynes. These reactions occurred under exogenous-ligand-free, base-free, and additive-free conditions, providing satisfactory to excellent yields (up to 99%) under mild conditions. The Cu-DESs can be recycled eight times, with water being the only by-product, complying fully with the principles of green chemistry.
Article
Multidisciplinary Sciences
Lara E. Zetzsche, Jessica A. Yazarians, Suman Chakrabarty, Meagan E. Hinze, Lauren A. M. Murray, April L. Lukowski, Leo A. Joyce, Alison R. H. Narayan
Summary: This study demonstrates the use of cytochrome P450 enzymes for biocatalytic cross-coupling reactions, enabling the formation of sterically hindered biaryl bonds through oxidative C-C bond formation. By engineering the substrate and atroposelectivity of the P450 enzyme, a highly efficient and selective process has been developed.
Review
Chemistry, Physical
Brijesh S. Kadu
Summary: Palladium has been widely used in the Suzuki-Miyaura cross coupling reaction for over 30 years, but it comes with drawbacks such as high cost, tedious work-ups, product contamination, and metal leaching. In recent years, other metals like Ni, Cu, Co, Fe, Rh, and Ru have attracted attention for their potential in SMCR, allowing for the synthesis of industrially important compounds with various functional groups. This review discusses recent advancements in catalysis related to SMCR, providing valuable insights for researchers in designing synthetic protocols for pharmacophores and drug molecules.
CATALYSIS SCIENCE & TECHNOLOGY
(2021)
Article
Materials Science, Paper & Wood
Zhian Xu, Jinxi Xu, Waner Zheng, Yiqun Li
Summary: A novel and efficient cellulose-based Pd@Cell-EDTA catalyst was easily prepared through the esterification of cellulose with ethylenediaminetetraacetic dianhydride and subsequent coordination with PdCl2. The Pd@Cell-EDTA catalyst showed excellent activity in Suzuki reactions and Sonogashira reactions, and it could be reused multiple times without significant loss of catalytic performance.
Article
Chemistry, Multidisciplinary
Anindita Dewan, Manashi Sarmah, Prantika Bhattacharjee, Pankaj Bharali, Ashim J. Thakur, Utpal Bora
Summary: This study reports the design, synthesis, and application of naturally occurring cellulose from agro waste pomegranate peel as a novel support for active biogenic Pd nanoparticles for Suzuki-Miyaura and Sonogashira cross-coupling reactions at room temperature. The cellulose matrix enables well dispersion of Pd nanoparticles over the support to generate Pd@cellulose, exhibiting excellent catalytic activity and recyclability under ligand-free mild reaction conditions. The synthesized cellulose nanofibers and Pd-anchored heterogeneous nanofibers were characterized through various analytical techniques.
SUSTAINABLE CHEMISTRY AND PHARMACY
(2021)
Article
Biochemistry & Molecular Biology
Martina Hurtova, David Biedermann, Zuzana Osifova, Josef Cvacka, Katerina Valentova, Vladimir Kren
Summary: In this study, we utilized the Suzuki-Miyaura cross-coupling reaction to synthesize a library of flavonoid derivatives for biological activity assays. We explored the reactivity of halogenated flavonoids with aryl boronates and boronyl flavonoids. This method enabled the preparation of various flavonoid derivatives substituted at C-8, and was successfully applied to the synthesis of natural compounds and rare C-8 hydroxyflavonoids.
Article
Engineering, Environmental
Udayakumar Veerabagu, Zhaobin Chen, Jiao Xiang, Zihua Chen, Mingen Liu, Hong Xia, Fushen Lu
Summary: A novel Pd@carbon composite derived from cigarette butts was successfully prepared and exhibited improved dispersion and stability of Pd nanoparticles for the Suzuki-Miyaura cross-coupling reaction. The work not only addresses environmental concerns but also offers insights into the valorization of high-performance carbon nanomaterials at low cost and in large quantities.
JOURNAL OF ENVIRONMENTAL CHEMICAL ENGINEERING
(2021)
Article
Chemistry, Multidisciplinary
Jyotirmoy Dey, Seema Yadav, Ritu Raj Lakshkar, Ajeet Singh, Sriparna Ray, Chandrakanta Dash
Summary: Two new zinc(II) complexes were synthesized and their catalytic properties in the synthesis of 1,2,3-triazoles were examined. The results showed that these zinc(II) complexes efficiently catalyzed the reaction with good yields.
Article
Chemistry, Multidisciplinary
Chuntao Zhong, Huiling Tang, Benqiang Cui, Yanhui Shi, Changsheng Cao
Summary: This article describes a palladium-catalyzed Suzuki cross-coupling reaction of benzyl ammonium triflates via activation of a Csp(3)-N bond to construct a Csp(3)-Csp(2) bond. The reaction exhibits a wide substrate scope and functional group tolerance, and can be successfully performed in a one-pot process.
RESEARCH ON CHEMICAL INTERMEDIATES
(2022)
Article
Nanoscience & Nanotechnology
Eadaoin Casey, Justin D. Holmes, Gillian Collins
Summary: This study reports a one-pot synthesis of surfactant templated PdAu nanosheets and investigates their catalytic performance in light-enhanced Suzuki cross coupling reactions. The PdAu bimetallic nanosheets demonstrate higher catalytic activity compared to monometallic Pd nanosheets and commercial Pd/C at room temperature.
ACS APPLIED NANO MATERIALS
(2022)
Article
Chemistry, Organic
Ke Zhang, Wen-Zhen Zhang, Xue-Yan Tao, Min Zhang, Wei-Min Ren, Xiao-Bing Lu
JOURNAL OF ORGANIC CHEMISTRY
(2020)
Article
Chemistry, Organic
Hui Zhou, Yi-Feng Zhang, Wei Chen, Wen-Zhen Zhang, Xiao-Bing Lu
Summary: The first cascade reaction between CO2-sourced cyclic carbonates and hydroperoxides is reported using an effective commercially available organocatalyst, providing a sustainable method for the formation of peroxy-substituted cyclic carbonates.
ASIAN JOURNAL OF ORGANIC CHEMISTRY
(2022)
Article
Chemistry, Organic
Ke Zhang, Xiao-Fei Liu, Wen-Zhen Zhang, Wei-Min Ren, Xiao-Bing Lu
Summary: The direct electrocarboxylation of N-acylimines with atmospheric CO2 has been achieved, providing substituted alpha-amino acids in high yields. The reaction is conducted efficiently using triethanolamine as an external reductant, and can be easily scaled up.
Article
Chemistry, Multidisciplinary
Ke Zhang, Bai-Hao Ren, Xiao-Fei Liu, Lin-Lin Wang, Min Zhang, Wei-Min Ren, Xiao-Bing Lu, Wen-Zhen Zhang
Summary: This paper reports a highly selective and direct electroreductive ring-opening carboxylation of epoxides with CO2 in an undivided cell, showing broad substrate scopes within styrene oxides and providing a practical and scalable access to important synthetic intermediate β-hydroxy acids.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2022)
Article
Chemistry, Organic
Xiao-Fei Liu, Ke Zhang, Lin-Lin Wang, He Wang, Jian Huang, Xun-Ting Zhang, Xiao-Bing Lu, Wen-Zhen Zhang
Summary: In this study, electroreductive ring-opening carboxylation of cycloketone oxime esters with atmospheric carbon dioxide was reported. The reaction proceeded under simple constant current conditions in an undivided cell, using glassy carbon as the cathode and magnesium as the sacrificial anode, resulting in moderate to good yields of substituted gamma- and delta-cyanocarboxylic acids. Electrochemically generated cyanoalkyl radicals and cyanoalkyl anion were proposed as the key intermediates.
JOURNAL OF ORGANIC CHEMISTRY
(2023)
Article
Chemistry, Multidisciplinary
Ke Zhang, Xiao-Fei Liu, Wei-Min Ren, Xiao-Bing Lu, Wen-Zhen Zhang
Summary: Electrocarboxylation reaction is a powerful tool for the preparation of organic carboxylic acid by using CO2 as a carboxylative reagent. In some cases, CO2 also acts as a promoter to facilitate the desired reaction. Recent studies have focused on CO2-promoted electrocarboxylation reactions via CO2 center dot intermediate or transiently protective carboxylation of active intermediate with CO2.
CHEMISTRY-A EUROPEAN JOURNAL
(2023)
Article
Chemistry, Organic
Lin-Lin Wang, Xiao-Fei Liu, He Wang, Li Tao, Jian Huang, Wei-Min Ren, Xiao-Bing Lu, Wen-Zhen Zhang
Summary: A nickel-catalyzed electrochemical cyclization of alkene-tethered carbamoyl chlorides with atmospheric carbon dioxide in an undivided cell under simple constant current conditions is reported. This reaction exhibits high efficiency and mild reaction conditions, providing a convenient and environmentally friendly access to valuable 2-oxoindolin-3-ylacetic acids and 2-oxo-tetrahydroquinoline-4-carboxylic acids.
SYNTHESIS-STUTTGART
(2023)
Article
Chemistry, Inorganic & Nuclear
Han Lu, Xiaohui Kang, Hang Yu, Wenzhen Zhang, Yi Luo
Summary: This paper proposes a novel method for molecular representation and constructs prediction models of the reaction energy profile based on regression algorithms for palladium- and nickel-catalyzed ethylene polymerization. The models show high accuracy with respect to theoretical and experimental data and are convenient for training and utilization. The results suggest that this featurization method could be applied to more organometallic reactions and pave the way for efficient catalyst design.
DALTON TRANSACTIONS
(2023)
Article
Chemistry, Multidisciplinary
Xin Wen, Xiaonan Xing, Wenzhen Zhang, Han Lu, Ling Zhu, Xiaowei Xu, Yanan Zhao, Dongmei Cui, Yi Luo
Summary: The mechanism of stereoselective polymerization of styrene catalyzed by rare-earth metal complexes was investigated using computational methods. It was found that the noncovalent interaction between the additive alloxybenzene and the polymer chain/monomer played a key role in determining the stereoselectivity.
NEW JOURNAL OF CHEMISTRY
(2023)
Review
Engineering, Chemical
Xiao-Fei Liu, Ke Zhang, Li Tao, Xiao-Bing Lu, Wen-Zhen Zhang
Summary: CO2 is an ideal C1 synthon in organic chemistry due to its abundance, economy, non-toxicity, and renewability. The use of organic electrochemistry to convert CO2 into valuable fine chemicals has attracted significant attention, with research focusing on electrocarboxylation reactions using various substrates such as alkenes, organic halides, and aldehydes/ketones. Carb-anions produced by cathodic reduction play a crucial role as intermediates in electrocarboxylation reactions involving CO2.
GREEN CHEMICAL ENGINEERING
(2022)
Article
Chemistry, Organic
Yan-Kai Huang, Wen-Zhen Zhang, Ke Zhang, Wen-Le Wang, Xiao-Bing Lu
Summary: This study presents a carbon dioxide promoted dehydration reaction of primary allylic alcohols to produce substituted 1,3-dienes in good yields. The reaction proceeds under mild conditions by taking advantage of carbon dioxide as a promoter to facilitate the alcoholic C-O bond cleavage via the formation of an allylic bicarbonate ester.
ORGANIC CHEMISTRY FRONTIERS
(2021)
Article
Chemistry, Multidisciplinary
Hui Zhou, Wei Chen, Ji-Hong Liu, Wen-Zhen Zhang, Xiao-Bing Lu
Article
Chemistry, Multidisciplinary
Hui Zhou, Hui Zhang, Sen Mu, Wen-Zhen Zhang, Wei-Min Ren, Xiao-Bing Lu
Article
Chemistry, Applied
Wenzhen Zhang, Yuclian Sun, Min Zhang, Hui Zhou, Xiaobing Lu
CHINESE JOURNAL OF CATALYSIS
(2019)
Article
Chemistry, Multidisciplinary
Wen-Zhen Zhang, Honglin Li, Yang Zeng, Xueyan Tao, Xiaobing Lu
CHINESE JOURNAL OF CHEMISTRY
(2018)