Article
Chemistry, Multidisciplinary
Julius Hoepfner, Marius Brehm, Pavel A. Levkin
Summary: The rising costs of pharmaceutical research are currently limiting the productivity of drug discovery and development, but can potentially be reduced through miniaturization of compound synthesis and screening. In this study, the influential palladium-catalyzed Suzuki-Miyaura reaction is successfully implemented at the nanoliter scale on droplet microarrays for the synthesis of an 800-compound library of biphenyls. The synthesis of these compounds requires minimal reagents and solvent volume, and the obtained compounds can be purified and cleaved from excess reactants and catalyst. This novel approach expands the capabilities of droplet microarrays for miniaturized high-throughput chemical synthesis and opens up possibilities for future synthesis and screening of chemical compounds in a single platform.
Article
Chemistry, Multidisciplinary
Sheng-Qi Qiu, Yu Chen, Xiang-Jun Peng, Shi-Jiang He, Jun Kee Cheng, Yong-Bin Wang, Shao-Hua Xiang, Jun Song, Peiyuan Yu, Junmin Zhang, Bin Tan
Summary: In this study, we achieved the arene-alkene Suzuki-Miyaura coupling reaction between hindered aryl halides and vinyl boronates by designing appropriate ligands and reaction parameters. The axially chiral acyclic aryl-alkenes obtained exhibited remarkable efficiency, enantioselectivity, and E/Z selectivity.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2022)
Article
Chemistry, Multidisciplinary
Jie Xu, Samantha Grosslight, Kyle A. Mack, Sierra C. Nguyen, Kyle Clagg, Ngiap-Kie Lim, Jacob C. Timmerman, Jeff Shen, Nicholas A. White, Lauren E. Sirois, Chong Han, Haiming Zhang, Matthew S. Sigman, Francis Gosselin
Summary: An efficient asymmetric synthesis of a potent KRAS G12C covalent inhibitor, GDC-6036, was reported. The synthesis involved a highly selective Negishi coupling and a series of reaction sequences, leading to the desired compound with a 40% overall yield from the starting materials.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2022)
Article
Chemistry, Organic
Yanxin Jiang, Kwai Wun Cheng, Haoyang Zhang, Zhiping Yang, Jun Wang
Summary: A new palladium-catalyzed asymmetric Suzuki-Miyaura coupling is demonstrated using a unique monophosphine ligand, Azaphos. This method offers a novel ligand framework for the synthesis of axially chiral compounds via asymmetric Suzuki-Miyaura coupling reactions.
SYNTHESIS-STUTTGART
(2023)
Article
Chemistry, Applied
Orhan Altan
Summary: This study investigates the catalytic activity of Pd (II) complexes of phosphino-benzaldoxime ligands in Suzuki-Miyaura coupling reactions. The results show that reducing the amount of catalyst leads to an increase in catalytic activity, and it is found that palladium nanoparticles formed in the reaction medium are responsible for this activity. This study contributes to the debate over whether the catalytic activity of phosphine-palladium complexes in SMC reactions results from a homogeneous or heterogeneous pathway.
APPLIED ORGANOMETALLIC CHEMISTRY
(2022)
Article
Chemistry, Organic
Ruoqian Fan, Meiying Kuai, Dong Lin, Felix Bauer, Weiwei Fang
Summary: A new palladacyclic N-heterocyclic carbene pre-catalyst was designed and successfully applied for Pd-catalyzed C-N cross-coupling reactions of challenging heteroaryl chlorides. The desired aminated products were achieved in good to excellent yields.
Review
Chemistry, Multidisciplinary
Massimo C. D'Alterio, Eric Casals-Cruanas, Nikolaos V. Tzouras, Giovanni Talarico, Steven P. Nolan, Albert Poater
Summary: The story of C-C bond formation involves various reactions, with Suzuki-Miyaura reaction being one of the most outstanding ones. The focus is on the formation of catalytically active species, with preactivation potentially playing a role as the rate determining step in the overall reaction. Computational chemistry plays a key role in identifying the rate determining step and achieving milder conditions in experimental settings through predictive catalysis.
CHEMISTRY-A EUROPEAN JOURNAL
(2021)
Article
Chemistry, Applied
Kanticha Khomthawee, Nattaporn Nilada, Antika Homchuen, Pranorm Saejueng
Summary: The CS-EDTA-Pd catalyst was prepared by dissolving chitosan and EDTA in acetic acid, forming beads, adsorbing palladium(II), and reducing it to palladium(0) with ethanol reflux. The catalyst was characterized by various techniques. It was then tested in the Suzuki-Miyaura cross-coupling reaction and showed good catalytic activity. The catalyst is inexpensive, easy to prepare, and can be reused multiple times with only a slight loss in product yields.
APPLIED ORGANOMETALLIC CHEMISTRY
(2023)
Article
Chemistry, Inorganic & Nuclear
Esaie Reusser, Martin Albrecht
Summary: A new class of palladium complexes has been discovered as catalysts for efficient alpha-arylation of ketones, outperforming the best phosphine ligands known to date, and exhibiting a broader substrate scope.
DALTON TRANSACTIONS
(2023)
Article
Chemistry, Physical
Chung-Hao Yang, Yi-Hung Liu, Shie-Ming Peng, Shiuh-Tzung Liu
Summary: A hetero-binuclear complex Ir-Pd was obtained by the reaction between iridium complex and (CH3CN)PdCl2 via ortho-metallation. This complex showed excellent catalytic activity for Suzuki-Miyaura and Sonogashira cross coupling reactions under blue LED irradiation. The effects of photochemical conditions on these coupling reactions catalyzed by Ir-Pd were studied.
MOLECULAR CATALYSIS
(2022)
Article
Chemistry, Physical
Yanhui Wang, Xiaotian Qi, Qiao Ma, Peng Liu, Gavin Chit Tsui
Summary: The diastereoselective synthesis of densely functionalized tetrasubstituted (E)-monofluoroalkenes via Pd(0)-catalyzed base-free Suzuki-Miyaura crosscouplings offers a significant method for producing pharmaceutically relevant compounds. Computational studies support the reaction design, revealing an intriguing mechanism of C-F bond activation leading to complete control of stereoselectivity. This method does not require extraneous base assistance, making it a powerful tool for stereocontrolled synthesis of monofluoroalkenes.
Article
Chemistry, Multidisciplinary
Angus Olding, Curtis C. Ho, Allan J. Canty, Nigel T. Lucas, James Horne, Alex C. Bissember
Summary: This study reports the synthesis of a family of unprecedented arylpalladium(II) boronates that are kinetically stable at ambient temperature, and their chemical competence in a Suzuki-Miyaura reaction was demonstrated.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2021)
Article
Chemistry, Applied
Seyed Mohammad Hossein Shirazi, Javad Mokhtari, Zohreh Mirjafary
Summary: The study introduced a novel approach for the preparation of abiraterone drug using a new heterogeneous palladium catalyst Pd-NPs@Zn-MOF, synthesized by encapsulation in nanoporous metal-organic framework Zn-MOF under temperature control program. The Pd-NPs@Zn-MOF was characterized by various techniques, including TEM, XRD, BET, ICP-OES, and XPS.
APPLIED ORGANOMETALLIC CHEMISTRY
(2022)
Article
Chemistry, Physical
Rupesh C. Patil, Ashutosh A. Jagdale, Uttam P. Patil, Jeevan S. Ghodake, Sawanta S. Mali, Chang K. Hong, Suresh S. Patil
Summary: The study converted agro-waste into ash and immobilized Pd(OAc)2 to prepare Pd/CAP-ash catalyst, which was then applied to Suzuki-Miyaura coupling reaction producing biphenyls in good yields. The key advantage of this research lies in the use of recyclable agricultural waste materials for efficient catalysis.
Article
Chemistry, Organic
Antonio Arcadi, Andrea Calcaterra, Marco Chiarini, Giancarlo Fabrizi, Andrea Fochetti, Antonella Goggiamani, Antonia Iazzetti, Federico Marrone, Vincenzo Marsicano, Andrea Serraiocco
Summary: The palladium-catalyzed synthesis of indole/benzofuran-containing diarylmethanes was investigated, showing that the choice of precatalyst is crucial for the success of the reaction. Different precatalysts were found to be more efficient for different substrates, leading to good to high yields. This methodology can be extended to the preparation of a key precursor of Zafirlukast.
SYNTHESIS-STUTTGART
(2022)
Article
Chemistry, Organic
Xuesong Zheng, Rongchuan Su, Zhishuo Wang, Tianbao Wang, Zhengyang Bin, Zhijie She, Ge Gao, Jingsong You
Article
Spectroscopy
Beibei Zhai, Ziwei Hu, Chun Peng, Bing Liu, Wei Li, Chao Gao
SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY
(2020)
Article
Chemistry, Multidisciplinary
Danling Hu, Sijie Liao, Xue Chen, Jincao Du, Kamran Dawood, Sachin Chauhan, Chao Gao, Wei Li
BULLETIN OF THE KOREAN CHEMICAL SOCIETY
(2020)
Article
Chemistry, Multidisciplinary
Yinsong Zhao, Shaozhong Ge
Summary: A chromium-catalyzed reaction has been developed for the synthesis of boryl-functionalized skipped dienes. By utilizing a dimerization/hydroboration process, the target product can be obtained efficiently and with good selectivity. EPR spectroscopic studies suggest that the reaction proceeds through a chromium(I) hydride intermediate.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2021)
Article
Chemistry, Analytical
Xue Chen, Jie Fang, Sijie Liao, Rony Mia, Wenjin Li, Chao Gao, Di Tian, Wei Li
Summary: Developing a material for the sensitive detection and efficient adsorption of Hg2+ ions is essential due to its hazardous nature in water pollution. The synthesized novel coumarin-dithioacetal fluorophore (CA-S) successfully coated on chitosan nonwoven fabric exhibited sensitive sensing and efficient adsorption of Hg2+ ions. The functionalized fabric shows promising potential for real industrial water samples, removing almost 99% of Hg2+ ions efficiently to meet wastewater discharge standards.
SENSORS AND ACTUATORS B-CHEMICAL
(2021)
Article
Chemistry, Multidisciplinary
Yinsong Zhao, Shaozhong Ge
Summary: The structural diversity of sp(3)-triorganometallic reagents enhances their potential in modular construction of molecular complexity in chemical synthesis. We report a selective triborylation reaction of unactivated alkenes to access synthetically versatile 1,1,3-triborylalkanes. This reaction provides a general platform for regioselective trifunctionalization of unactivated alkenes, and its utility is highlighted by the synthesis of various value-added chemicals from readily accessible unactivated alkenes.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2022)
Article
Chemistry, Analytical
Sijie Liao, Jie Fang, Yaqin Li, Xue Chen, Chao Gao, Di Tian, Wei Li
Summary: An efficient detection strategy for gaseous NH3 and N2H4 using the TPM@CB[8] complex has been developed, showing low detection limits and sensitivity, which can be applied for water samples and food spoilage monitoring.
SENSORS AND ACTUATORS B-CHEMICAL
(2021)
Article
Engineering, Environmental
Tianwu Hu, Lifan Zeng, Yaqin Li, Yajing Wu, Zece Zhu, Yanbo Zhang, Di Tian, Chao Gao, Wei Li
Summary: A novel terylene carbon dots were synthesized and modified onto chitosan non-woven fabrics for selective detection and removal of Cr(VI). The modified fabrics exhibited higher selectivity and lower detection limit, and maintained a high removal rate even after multiple recirculations. The adsorption process followed the Langmuir model with a high fitting correlation.
CHEMICAL ENGINEERING JOURNAL
(2022)
Review
Chemistry, Applied
Qiang Yang, Yinsong Zhao, Dawei Ma
Summary: Cu-mediated Ullmann-type cross-coupling reactions have advanced significantly with the introduction of more powerful bidentate ligands, expanding the reaction scope and allowing for applications in pharmaceutical and agrochemical processes. These breakthroughs have enabled milder reaction conditions and broadened the types of compounds that can be synthesized.
ORGANIC PROCESS RESEARCH & DEVELOPMENT
(2022)
Article
Engineering, Electrical & Electronic
Yuan Yan, Yinsong Zhao, Kun Zhao, Riccardo Trinchero, Igor Simone Stievano, Hongjie Li
Summary: This study developed a portable PD detection and location system for wind farm inter-array cables, which consists of two non-invasive and lightweight testing units. The system enables highly efficient online PD diagnosis of the widely distributed inter-array cables by accurately localizing PD using an improved double-sided travelling wave method.
IET GENERATION TRANSMISSION & DISTRIBUTION
(2023)
Article
Chemistry, Organic
Zhao Yinsong, Jiang Xuefeng
CHINESE JOURNAL OF ORGANIC CHEMISTRY
(2023)
Article
Chemistry, Inorganic & Nuclear
Weiyuan Xu, Chao Gao, Xinyang Sun, William Chi-Shing Tai, Hong Lok Lung, Ga-Lai Law
Summary: Research shows that conjugating small molecules such as curcumin and bexarotene with phthalocyanine and porphyrins, which can function as Aβ aggregation blockers, can lead to the development of drug candidates with improved potential. Probe designs with a good hydrophilic-hydrophobic balance, like the ZnPc conjugate analogues, are considered better inhibitors in modulating Aβ(42) aggregation.
INORGANIC CHEMISTRY FRONTIERS
(2021)
Article
Chemistry, Physical
Bing Liu, Jia Liu, Jiaopu He, Jinsheng Zhang, Hongjun Zhou, Chao Gao
Article
Chemistry, Multidisciplinary
Zhigang Wang, Fei Wang, Zheng Liu, Shuang He, Xingwen Pu, Yudong Yang, Ge Gao
CHEMICAL COMMUNICATIONS
(2019)
Article
Chemistry, Multidisciplinary
Tingxing Zhao, Dekun Qin, Weiguo Han, Shiping Yang, Boya Feng, Ge Gao, Jingsong You
CHEMICAL COMMUNICATIONS
(2019)
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)