Article
Chemistry, Multidisciplinary
Ning Liu, Xianqing Wu, Chenglong Wang, Jingping Qu, Yifeng Chen
Summary: A nickel-catalyzed alkoxycarbonylation reaction of aromatic iodides with alcohols under atmospheric pressure of carbon monoxide is demonstrated. This operationally simple protocol enables the facile synthesis of (hetero)aromatic esters, showing broad substrate scope and excellent functional group tolerance. Various primary and secondary aliphatic alcohols as well as phenols are suitable for this transformation.
CHEMICAL COMMUNICATIONS
(2022)
Article
Chemistry, Organic
Wenzhi Zhang, Fusheng Bie, Jie Ma, Fengyan Zhou, Michal Szostak, Chengwei Liu
Summary: A base-free palladium-catalyzed decarbonylative borylation of aryl anhydrides has been developed, allowing for the synthesis of versatile arylboronate esters via O-C(O) bond activation and decarbonylation. This method exhibits excellent functional group tolerance and wide substrate scope, using bench stable aryl anhydrides as electrophiles in C-B bond formation, with mechanistic studies and functionalization of late-stage pharmaceutical molecules disclosed.
JOURNAL OF ORGANIC CHEMISTRY
(2021)
Article
Chemistry, Organic
Ruiting Yang, Qiumin Xie, Qian Yan, Xiuli Zhang, Bao Gao
Summary: A novel approach for synthesizing thioesters using S-aryl thioformates as sources was reported, showing smooth transfer of the thioester moiety to aryl iodides. The reaction can be conducted at ambient temperature and tolerates a variety of substrates, with moderate to excellent yields. The scalability of this method was demonstrated through a gram-scale reaction with little change in chemical yield.
Article
Chemistry, Organic
Ruiting Yang, Qiumin Xie, Qian Yan, Xiuli Zhang, Bao Gao
Summary: A novel method for synthesizing thioesters using S-aryl thioformates as sources has been reported. The reaction achieved desirable yields of thioesters with various substrates under mild conditions. Gram-scale synthesis was also successful using this method.
Article
Chemistry, Organic
Guo-Qin Hu, Wen-Yan Zhang, Yong-Xin Liu, Jing-Hui Liu, Bin Zhao
Summary: Here, we present a decarboxylative thiocarbonylation method of aryl and alkenyl sulfonium salts using oxalic acid monothioethers (OAMs) under visible light-accelerated palladium catalysis. The reaction demonstrates a new application of visible light-accelerated palladium catalysis in catalytic decarboxylative cross-couplings, allowing the synthesis of different types of thioester compounds. Both sulfonium salts and OAMs are easily accessible and stored reagents.
JOURNAL OF ORGANIC CHEMISTRY
(2023)
Article
Chemistry, Organic
Dan Li, Li Wei, Chaorong Qi, Wenfang Xiong, Hongjian Liu, Huanfeng Jiang
Summary: A palladium-catalyzed direct carbonylation of aryl bromides with carbon dioxide as the carbonyl source has been developed, providing an efficient route to a variety of aryl carboxylic acids in moderate to high yields. The method has many advantages including the use of a simple palladium catalyst system, wide substrate scope, good functional group tolerance, high yields, and easy scalability.
JOURNAL OF ORGANIC CHEMISTRY
(2023)
Article
Chemistry, Organic
Jihye Kim, Jieun Jang, Yoonho Lee, Kwangmin Shin
Summary: In this study, a nickel hydride-catalyzed hydroacylation of aryl alkenes using aroyl fluorides was reported. The reaction proceeds without the need for an exogenous ligand, and the synthetic utility of the method was demonstrated.
Article
Chemistry, Organic
Baptiste Picard, Takahide Fukuyama, Ilhyong Ryu
Summary: An improved carbonylation method for amide bond formation between aryl iodides and aromatic amines is presented, which does not require a phosphine ligand unlike conventional Pd catalysis. The catalyst system consists of bis(dibenzylideneacetone)palladium (0.5 mol %) and DBU (10 mol %). This method allows the synthesis of various aromatic amides and can be scaled to gram order synthesis under low carbon monoxide pressure.
JOURNAL OF ORGANIC CHEMISTRY
(2022)
Article
Chemistry, Multidisciplinary
Xueling Liu, Tongshun An, Zhiping Yin, Wenzhou Zhang
Summary: A new palladium-catalyzed reductive double carbonylation of nitroarenes with aryl halides has been developed for the synthesis of benzoxazin-4-ones. This method utilizes Mo(CO)(6) as a reductant and solid carbonyl sources, and can produce benzoxazin-4-one derivatives in moderate to good yields. Importantly, it avoids the use of toxic CO gas and is applicable for late-stage modification of estrone.
CHEMISTRY-A EUROPEAN JOURNAL
(2023)
Article
Chemistry, Organic
Dan Li, Li Wei, Wenfang Xiong, Huanfeng Jiang, Chaorong Qi
Summary: A palladium-catalyzed reductive formylation of aryl iodides with carbon dioxide as the carbonyl source was achieved using Pd(PCy3)2Cl2 and di-2-pyridyl ketone as the catalyst and phenylsilane as the reductive reagent under mild reaction conditions. The reaction provided a variety of aromatic aldehydes in moderate to excellent yields and exhibited good substrate scope, functional group tolerance, and easy operation.
JOURNAL OF ORGANIC CHEMISTRY
(2023)
Article
Chemistry, Multidisciplinary
Peng Wang, Yaxin Wang, Helfried Neumann, Matthias Beller
Summary: A general rhodium-catalyzed selective carbonylative coupling method is presented for the first time, where unactivated alkyl chlorides are coupled with aliphatic alcohols or phenols to form esters. The addition of sodium iodide plays a crucial role in providing more active alkyl iodides in situ. The Rh(i)-DPPP catalyst system enables the preparation of diverse esters, including industrially relevant acetates, in high yields.
Article
Chemistry, Physical
Juan C. Caravez, Madison J. Wong, Rahul D. Kavthe, Balaram S. Takale, Bruce H. Lipshutz
Summary: Amides, acids, and thioesters can be easily formed from precursor aryl/heteroaryl halides under micellar catalysis conditions using W(CO)(6) as a carbon monoxide source. Palladium catalysts with ligands are usually loaded at around 0.5 mol%. Higher yields were obtained with iodides compared to bromides. Applications in the pharmaceutical industry and examples from the Merck Informer Library are demonstrated. E Factor calculations and options for recycling the aqueous reaction medium are also presented.
Article
Chemistry, Organic
Huan Wang, Yudong Li, Yajun Sun, Yuehui Li
Summary: The first example of catalytic thiocarbonylation of aryliodides using CO2 has been achieved by using a combination of PdCl(2) and carbazole-derived phosphine ligands. Under mild conditions, a broad range of aryl iodides were converted to the desired thioester products in the presence of aryl or alkyl thiols (33 examples, up to 96% yields). The choice of metal, ligands, and reductant was crucial for achieving high efficiency and chemoselectivity. Moreover, this strategy provided an effective method for late-stage functionalization of biorelevant molecules.
JOURNAL OF ORGANIC CHEMISTRY
(2023)
Article
Chemistry, Multidisciplinary
Charles O. Oseghale, Oluwatayo Racheal Onisuru, Dele Peter Fapojuwo, Batsile M. Mogudi, Pule Petrus Molokoane, Nomathamsanqa Prudence Maqunga, Reinout Meijboom
Summary: A novel environmentally friendly green chemical process using a newly developed catalyst was reported, minimizing waste and hazards associated with conventional organic acids and molecular gases. The reaction procedure is facile and milder, achieving moderate to high yields without the need for acid co-catalysts or anhydrides for CO release. The catalyst reusability through scalable, safer, and practical reactions suggests a potential novel method for synthesizing carboxylic acids, amides, and esters.
Article
Chemistry, Organic
Fusheng Bie, Xuejing Liu, Han Cao, Yijun Shi, Tongliang Zhou, Michal Szostak, Chengwei Liu
Summary: The Pd-catalyzed double-decarbonylative synthesis of aryl thioethers involves an aryl exchange reaction between amides and thioesters, with amides serving as aryl donors and thioesters as sulfide donors. The use of Pd/Xantphos without any additives promotes aryl exchange by C(O)-N/C(O)-S cleavages, allowing for a wide variety of amides and sulfides to be used in the reaction.
Article
Chemistry, Organic
Kun Wang, Saisai Niu, Xin Guo, Weijun Tang, Dong Xue, Jianliang Xiao, Huaming Sun, Chao Wang
Summary: This research discovers a new method to convert prochiral racemic allylic alcohols to enantioenriched chiral alcohols bearing adjacent stereocenters using a diamine diphosphine Ru complex and tBuOK catalyst. The protocol exhibits a wide substrate scope and high selectivities, and can be applied to the synthesis of enantioenriched chromane and indane compounds.
JOURNAL OF ORGANIC CHEMISTRY
(2022)
Article
Chemistry, Inorganic & Nuclear
Junlei Wang, Kuan Wang, Zhen-Hong He, Tong Sun, Run-Jing You, Jian-Gang Chen, Weitao Wang, Yang Yang, Zhao-Tie Liu
Summary: Bi2WO6 with double active sites of tunable metallic Bi and oxygen vacancies (OV-Bi/Bi2WO6) was prepared by solvothermal treatment and used as an efficient photocatalyst for the partial oxidation of cyclohexane (CHA) to cyclohexanone (CHA-one) in air. The Bi : Bi2WO6 ratio in OV-Bi/Bi2WO6 could be tailored by controlling the solvothermal temperature, and the synergistic effect between DMF and EG increased the reduction of MDF/EG and promoted the production of Bi. OV-Bi/Bi2WO6 showed significantly enhanced photocatalytic activity attributed to its specific surface area, photo-absorption, oxygen vacancies, and efficient electron-hole separation.
DALTON TRANSACTIONS
(2023)
Article
Chemistry, Multidisciplinary
Wang Miao, Jinyu Zhang, Yanyan Yang, Weijun Tang, Dong Xue, Jianliang Xiao, Huaming Sun, Chao Wang
Summary: The transformation of alcohols into value-added products is of great importance, and this study achieved the selective functionalization of a sp(3) C-H bond on the alkyl side chain of an alcohol, expanding the chemical space of alcohols using the borrowing hydrogen strategy.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2023)
Article
Chemistry, Multidisciplinary
Yuan Gao, Zhijun Wang, Xinyu Zhang, Min Zhao, Shuai Zhang, Chao Wang, Liang Xu, Pengfei Li
Summary: In this study, novel chiral half-sandwich iridium catalysts were designed and synthesized, which enabled the preparation of a broad range of α-chiral (hetero)aryl amines with high yield and enantioselectivity. The optimized catalyst and azeotropic mixture of formic acid and triethylamine were used as the hydrogen source under mild and operationally simple conditions. This work introduced an effective chiral catalyst for the simplified synthesis of medicinally important chiral amines, and also provided a rare example of robust enantioselective transition-metal catalysis.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2023)
Article
Chemistry, Multidisciplinary
Geyang Song, Qi Li, Ding-Zhan Nong, Jiameng Song, Gang Li, Chao Wang, Jianliang Xiao, Dong Xue
Summary: This paper describes a photochemical C-N coupling reaction of less reactive aryl chlorides with primary and secondary amides using a Ni catalyst without an external photocatalyst. The reaction proceeds under light irradiation (390-395 nm) with a soluble organic amine as the base, resulting in the successful synthesis of a wide range of N-aryl amides from (hetero)aryl chlorides. Mechanistic studies suggest that the amidation occurs via a Ni(I)-Ni(III) catalytic cycle.
CHEMISTRY-A EUROPEAN JOURNAL
(2023)
Article
Chemistry, Organic
Fei Li, Weikang Xiong, Geyang Song, Yonggang Yan, Gang Li, Chao Wang, Jianliang Xiao, Dong Xue
Summary: A general and efficient photochemical C-N coupling method for (hetero)aryl chlorides with hydrazides is presented. The reaction is catalyzed by a Ni(II)-bipyridine complex and does not require an external photosensitizer, making it highly practical. This method demonstrates a wide substrate scope (54 examples) and excellent functional group tolerance, and has been successfully applied to the synthesis of rizatriptan.
Article
Chemistry, Physical
Yang Yang, Qian-Nan Yang, Yi-Bin Yang, Peng-Fei Guo, Wan-Xin Feng, Yan Jia, Kuan Wang, Wei-Tao Wang, Zhen-Hong He, Zhao-Tie Liu
Summary: Designing a highly active single atom catalyst, particularly noble-metal atoms in two-dimensional LDH nanostructures, is essential for speeding up the slow oxygen evolution reaction (OER). By reducing a solution, Ru single atoms (SAs) are fixed on NiFe LDH to form SARu/NiFe LDH. The activity evaluation shows that SARu/NiFe LDH exhibits higher activity and Faradaic efficiency compared to pure NiFe LDH.
Article
Nanoscience & Nanotechnology
Ling Hu, Jinqiang Jiang, Zhao-Tie Liu, Zhong-Wen Liu, Guo Li
Summary: A simplified treatment process is reported to convert 2D poly(ethylene oxide)/sodium alginate/tannic acid thin films into 3D-shaped moisture- and NIR light-responsive actuators. Wetting the film surface releases residual stress in a gradient manner, driving the wetted regions to bend bidirectionally. A gradient cross-linking network formed by Fe3+ ions and sodium alginate chains stabilizes the resulting 3D shape and provides moisture-responsive morphing behaviors. Fe3+ ions also enable the film to respond to NIR light by self-assembling with tannic acid molecules. Films with versatile 3D shapes and deformation modes can be conveniently fabricated using this one-step treatment process.
ACS APPLIED MATERIALS & INTERFACES
(2023)
Article
Nanoscience & Nanotechnology
Xiangxi Cui, Min Dang, Jinqiang Jiang, Zhao-Tie Liu, Zhong-Wen Liu, Guo Li
Summary: In this study, a photoresponsive elastic composite is developed, which can be programmed and transformed into different shapes through UV light irradiation and stretching. The composite exhibits adjustable shape and strain-sensitive conductivity, which opens up possibilities for designable soft electronics.
ACS APPLIED MATERIALS & INTERFACES
(2023)
Article
Nanoscience & Nanotechnology
Weitao Wang, Liqiong Ma, Huan Wang, Xulu Jiang, Zhen-Hong He, Kuan Wang, Yang Yang, Lu Li, Zhao-Tie Liu
Summary: In this study, a Se,P,N-tridoped carbon nanomaterial (Se,P,N/CN-900) was successfully prepared and used as a metal-free catalyst for the direct ammoxidation of alcohols to nitriles with aqueous ammonia and molecular oxygen. The tridoped carbon catalyst exhibited highly efficient catalytic performance and good stability, enabling the conversion of various (hetero)aromatic alcohols to corresponding nitriles with high yields. To the best of our knowledge, this is the first work to achieve ammoxidation of alcohols to nitriles with a high efficiency over multidoped carbon materials.
ACS APPLIED NANO MATERIALS
(2023)
Article
Chemistry, Multidisciplinary
Yonggang Yan, Gang Li, Jiani Ma, Chao Wang, Jianliang Xiao, Dong Xue
Summary: This paper reports the photoinduced generation of highly reactive ketyl radicals and their application in C-C coupling, without the need for any external photocatalyst.
Article
Chemistry, Physical
Yang Yang, Qian-Nan Yang, Yi-Bin Yang, Peng-Fei Guo, Wan-Xin Feng, Yan Jia, Kuan Wang, Wei-Tao Wang, Zhen-Hong He, Zhao-Tie Liu
Summary: Designing and synthesizing highly active single atom catalysts, especially monodispersed noble-metal atoms fixed in two-dimensional layered double hydroxide (LDH) nanostructures, is crucial for accelerating the slow oxygen evolution reaction (OER). In this study, Ru single atoms (SAs) were stabilized on NiFe LDH (SARu/NiFe LDH) via an oxygen-coordinated bond after a facile solution reduction procedure. The SARu/NiFe LDH exhibits higher activity than pure NiFe LDH in basic media, with 99.3% Faradaic efficiency based on rotating ring-disk electrode measurement. This study provides a general avenue for developing efficiently monoatomic and even multiatomic catalysts in the future.
Review
Chemistry, Physical
Yukun Ruan, Zhen-Hong He, Zhao-Tie Liu, Weitao Wang, Leiduan Hao, Liang Xu, Alex W. Robertson, Zhenyu Sun
Summary: This review summarizes the important progress in the electroreduction of N2 to NH3 using state-of-the-art two-dimensional (2D) electrocatalysts. Several reaction mechanisms of nitrogen reduction reaction (NRR) are explained, and recent experimental progress regarding these unique 2D NRR electrocatalysts is reported. Furthermore, concepts proposed from high-throughput computations and machine learning are described. By understanding the N2 conversion to NH3 process on 2D electrocatalysts, novel 2D materials that could potentially serve as viable NRR electrocatalysts are presented. The future perspectives and challenges of N2 electrolysis using 2D materials are also discussed.
JOURNAL OF MATERIALS CHEMISTRY A
(2023)
Article
Chemistry, Physical
Zhen-Hong He, Cui-Cui Li, Shao-Yan Yang, Jiajie Liu, Hui-Hui Cao, Kuan Wang, Weitao Wang, Yang Yang, Zhao-Tie Liu
Summary: In this study, a series of easily prepared CuOx catalysts were developed and applied in CO2 electrocatalytic reduction to synthesize ethylene; the introduction of neodymium stabilizes the catalyst and enhances CO2 adsorption; coupling *CO with ethylene further improves the Faradaic efficiency of ethylene.
CATALYSIS SCIENCE & TECHNOLOGY
(2023)
Review
Chemistry, Physical
Yukun Ruan, Zhen-Hong He, Zhao-Tie Liu, Weitao Wang, Leiduan Hao, Liang Xu, Alex W. Robertson, Zhenyu Sun
Summary: “This review summarizes the significant progress in electroreduction of N2 to NH3 using state-of-the-art two-dimensional (2D) electrocatalysts. Several reaction mechanisms of NRR are explained and recent experimental progress on these unique 2D NRR electrocatalysts is reported. Additionally, concepts proposed from high-throughput computations and machine learning are discussed. Novel 2D materials that have the potential to serve as viable NRR electrocatalysts are presented based on a detailed understanding of the N2 conversion process on 2D electrocatalysts. Future perspectives and challenges of N2 electrolysis using 2D materials are also addressed.”
JOURNAL OF MATERIALS CHEMISTRY A
(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)